September 2022 - Indole Building Blocks

Zhu, Rui team published research on Journal of Asian Natural Products Research in 2021 | 771-51-7

Synthetic Route of 771-51-7, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.

Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings. Synthetic Route of 771-51-7.

Zhu, Rui;Wei, Yang;Han, Ke;Shi, Xin-Wei;Gu, Yong-Dong;Bai, Hong-Jin;Zheng, Shao-Jun research published 《 Synthesis and biological profiling of half-calycanthaceous alkaloid analogues》, the research content is summarized as follows. During our continuous efforts to pursue antifungal agents, some calycanthaceous alkaloid analogs showed diverse and promising bioactivities. Therefore, 34 new calycanthaceous alkaloid derivatives were further prepared and screened for bioactivities. As a result of the evaluation against a great deal of plant pathogen fungi, bacteria and human pathogenic fungi, a majority of them displayed potent bioactivity. In particular, compound displayed remarkably activity and might be novel potential leading compound for further development of antifungal agent. The relationship between structure and biol. activity was also discussed.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zhu, Han-Ying team published research on Tetrahedron Letters in 2021 | 35737-15-6

Electric Literature of 35737-15-6, Nalpha-FMOC-L-Tryptophan,also known as Fmoc-Trp-OH， is a useful research compound. Its molecular formula is C26H22N2O4 and its molecular weight is 426.5 g/mol. The purity is usually 95%.
Nα-Fmoc-L-Tryptophan is an N-Fmoc protected form of L-Tryptophan (T947210). L-Tryptophan is an essential amino acid that is important for cell proliferation and the biosynthesis of proteins. It is a precursor to Serotonin (HCl: S274980), a neurotransmitter that compound that aids in sleep and mental state. L-Tryptophan is also thought to cause eosinophilia-myalgia syndrome.
Fmoc-Trp-OH is an amino acid derivative
Fmoc-L-Trp-OH is an amide that contains a low bioavailability and inhibits the transfer of amino acids to ribosomes. It has been shown to inhibit the growth of cancer cells in cell culture and to have antimicrobial activity. Fmoc-L-Trp-OH is synthesized by reacting Naphthalene with glycine, followed by hydrolysis of the ester group under trifluoroacetic acid. The product is then conjugated with a polypeptide. This method of synthesis was developed as a way to produce peptides that are difficult to synthesize using solid-phase chemistry., 35737-15-6.

Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 35737-15-6, formula is C26H22N2O4, Name is Fmoc-Trp-OH. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings. Electric Literature of 35737-15-6.

Zhu, Han-Ying;Wu, Meng;Yu, Fei-Qiang;Zhang, Yan-Ni;Xi, Tong-Kuai;Chen, Kai;Fang, Ge-Min research published 《 Chemical synthesis of thioether-bonded bicyclic peptides using tert-butylthio and Trt-protected cysteines》, the research content is summarized as follows. Thioether-bonded bicyclic peptide can resist proteolytic degradation and become a promising scaffold for peptide-based inhibitor discovery. Chem. synthesis of thioether-bonded bicyclic peptide usually requires two orthogonal Cys protecting groups. Here, we report an efficient strategy for its preparation by using the commonly used Trt-protected and StBu-protected cysteines. Due to the thiol-disulfide exchange, S-StBu group is generally considered incompatible with sulfhydryl group under neutral conditions. We find that, in DIPEA-containing DMF solution, the peptide that contains both sulfhydryl and S-StBu groups can undergo selective thiol bisalkylation while maintaining the integrity of the S-StBu groups. In our strategy, the formation of two thioether bonds are both conducted in solution, and can be easily tracked by HPLC, which may be beneficial for the chem. synthesis of thioether-bonded bicyclic peptides.

Zhou, Yiming team published research on Organic Letters in 2021 | 19005-93-7

19005-93-7, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., COA of Formula: C9H7NO

Indole, first isolated in 1866, has the molecular formula C8H7N, and it is commonly synthesized from phenylhydrazine and pyruvic acid, 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. although several other procedures have been discovered.Indole is a colourless solid having a pleasant fragrance in highly dilute solutions. It melts at 52.5° C (126.5° F). COA of Formula: C9H7NO.

Zhou, Yiming;Li, Ning;Cai, Wei;Huang, You research published 《 Asymmetric Sequential Corey-Chaykovsky Cyclopropanation/Cloke-Wilson Rearrangement for the Synthesis of 2,3-Dihydrofurans》, the research content is summarized as follows. The first sequential Corey-Chaykovsky cyclopropanation/Cloke-Wilson rearrangement between propargyl sulfonium salts and acrylonitrile derivatives was developed, affording the tetra-substituted 2,3-dihydrofurans in generally excellent yields (57-98%) with good diastereoselectivities (7:1-18:1). In addition, chiral propargyl sulfonium salt is also suitable for this strategy, giving the optically active 2,3-dihydrofurans with good enantioselectivities. This reaction sequence was designed upon in situ generated 10π-conjugated structures from the dearomatization of indole fragments and subsequent intramol. 1,6-addition

Zhou, Xukai team published research on Nature Catalysis in 2021 | 771-51-7

771-51-7, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., Formula: C10H8N2

Indole, first isolated in 1866, has the molecular formula C8H7N, and it is commonly synthesized from phenylhydrazine and pyruvic acid, 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. although several other procedures have been discovered.Indole is a colourless solid having a pleasant fragrance in highly dilute solutions. It melts at 52.5° C (126.5° F). Formula: C10H8N2.

Zhou, Xukai;Xu, Yan;Dong, Guangbin research published 《 Deacylation-aided C-H alkylative annulation through C-C cleavage of unstrained ketones》, the research content is summarized as follows. Arene- and heteroarene-fused rings are pervasive in biol. active mols. Direct annulation between a C-H bond on the aromatic core and a tethered alkyl moiety provides a straightforward approach to access these scaffolds; however, such a strategy is often hampered by the need of special reactive groups and/or less compatible cyclization conditions. It would be synthetically appealing if a common native functional group can be used as a handle to enable a general C-H annulation with diverse aromatic rings. A deacylative annulation strategy for preparing a large variety of aromatic-fused rings from linear simple ketone precursors was demonstrated. The reaction starts with homolytic cleavage of the ketone α C-C bond via a pre-aromatic intermediate, followed by a radical-mediated dehydrogenative cyclization. Using widely available ketones as the robust radical precursors, this deconstructive approach allows streamlined assembly of complex polycyclic structures with broad functional group tolerance.

Zhou, Xiao-Yu team published research on Tetrahedron Letters in 2020 | 19005-93-7

Zhou, Xiao-Yu;Chen, Xia research published 《 Recyclable Pd/C catalyzed one-step reduction of carbonyls to hydrocarbons under simple conditions without extra base》, the research content is summarized as follows. The reductions of carbonyls for the synthesis of hydrocarbons were developed with hydrazine hydrate, hydrogen gas and ammonium formate resp. The simple, mild and efficient conditions were provided by employing recyclable Pd/C as catalyst in normal solvents at 100° and the reactions proceeded smoothly to produce the corresponding products with good to excellent yields. And gram-scale reactions and recycling of the catalyst were also demonstrated. Furtherly, the mechanism was proposed.

Zhou, Wei team published research on Medicinal Chemistry Research in 2021 | 19005-93-7

Electric Literature of 19005-93-7, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

Previous studies have identified that indole-oxidases are present in P. putida, whose major ligands are heterocyclic substrates and have an interesting affinity when the substrate is indole. 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. These enzymes oxidize the ring so the substrate turns into Indigo. Electric Literature of 19005-93-7.

Zhou, Wei;Ju, Dongyan;Ao, Yuhui;Liu, Yu;Zhao, Jinbo research published 《 Synthesis and evaluation of cyclic nitrone derivatives as potential anti-cancer agents》, the research content is summarized as follows. Nitrones have been found to exhibit attractive biol. values as immuno spin trapping agents. However, successful clin. cases of nitrone therapeutics are still lacking. Herein we report the synthesis and antiproliferative activity of a series of structurally diverse nitrone derivatives against a panel of 5 cancer cell lines, based on which indole- and pyrrole-fused were further evaluated by analog preparation and in-vitro screening. Analogs with moderate to good potency were identified. This study shows the promise for further pursuit of nitrone-type small mols. in chemotherapy.

Zhou, Chi team published research on Journal of Agricultural and Food Chemistry in 2021 | 771-51-7

Recommanded Product: 2-(1H-Indol-3-yl)acetonitrile, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.

Zhou, Chi;Pan, Weisong;Peng, Qi;Chen, Yanchao;Zhou, Ting;Wu, Chuan;Hartley, William;Li, Juan;Xu, Minhui;Liu, Chuwei;Li, Peng;Rao, Liqun;Wang, Qiming research published 《 Characteristics of Metabolites by Seed-Specific Inhibition of FAD2 in Brassica napus L》, the research content is summarized as follows. Fatty acid desaturase-2 (FAD2) is a key enzyme in the production of polyunsaturated fatty acids in plants. RNAi technol. can reduce the expression of FAD2 genes in Brassica napus seeds and acquire transgenic B. napus plants with a high oleic acid content, but the effect of seed-specific inhibition of FAD2 expression on B. napus seed metabolites is not clear. Here we use widely targeted metabolomics to investigate the metabolites of normal-oleic-acid rapeseed (OA) and high-oleic-acid rapeseed (HOA) seeds, resulting in a total of 726 metabolites being detected. Among them, 24 differential metabolites were significantly downregulated and 88 differential metabolites were significantly upregulated in HOA rapeseed. In further lipid profile experiments, more lipids in B. napus seeds were accurately quantified. The contents of glycolipids and phospholipids that contain C18:1 increased significantly and C18:2 decreased because FAD2 expression was inhibited. The changes in the expression of key genes in related pathways were also consistent with the changes in metabolites. The insertion site of the ihpRNA plant expression vector was reconfirmed through genomewide resequencing, and the transgenic event did not change the sequence of FAD2 genes. There was no significant difference in the germination rate and germination potential between OA and HOA rapeseed seeds because the seed-specific ihpRNA plant expression vector did not affect other stages of plant growth. This work provides a theor. and practical guidance for subsequent mol. breeding of high OA B. napus.

Zheng, Shaojun team published research on Natural Product Research in 2021 | 771-51-7

Electric Literature of 771-51-7, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.

Previous studies have identified that indole-oxidases are present in P. putida, whose major ligands are heterocyclic substrates and have an interesting affinity when the substrate is indole. 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. These enzymes oxidize the ring so the substrate turns into Indigo. Electric Literature of 771-51-7.

Zheng, Shaojun;Zhu, Rui;Tang, Bing;Chen, Lizhuang;Bai, Hongjin;Zhang, Jiwen research published 《 Synthesis and biological evaluations of a series of calycanthaceous analogues as antifungal agents》, the research content is summarized as follows. Starting from indole-3-acetonitrile, a total of 66 new calycanthaceous alkaloid analogs were synthesized in excellent yields. The prepared compounds were evaluated for their biol. activities against a broad range of plant pathogen fungi. The results of bioassays indicated that the majority of tested compounds displayed comparable or better in vitro bioactivities than the pos. control. Notably, Compound displayed a significant activities against B. cereus, Escherichia sp. and R. solanacearum, even better than the pos. control streptomycin and Penicillin, with the same MIC value of 15.63μg mL^-1. Compound displayed a broad spectrum and remarkably activities among the tested calycanthaceous analogs and might be a novel potential leading compound for further development of antifungal agents. The results obtained in the study will be very helpful for further design and structural optimization of calycanthaceous alkaloids as potential agrochem. lead for plant disease control.

Zheng, Shaojun team published research on Natural Product Research in | 771-51-7

COA of Formula: C10H8N2, 3-Indoleacetonitrile is a plant growth activator, which promotes callus growth and shoot formation in tobacco callus.
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole or IAN, belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 3-Indoleacetonitrile exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, 3-indoleacetonitrile is primarily located in the mitochondria. 3-Indoleacetonitrile participates in a number of enzymatic reactions. In particular, 3-indoleacetonitrile can be biosynthesized from acetonitrile. 3-Indoleacetonitrile is also a parent compound for other transformation products, including but not limited to, cys(ian)-gly, gammaglucys(ian), and L-cys(ian). Outside of the human body, 3-indoleacetonitrile can be found in a number of food items such as cloudberry, japanese persimmon, horned melon, and evergreen huckleberry. This makes 3-indoleacetonitrile a potential biomarker for the consumption of these food products.
Indole-3-acetonitrile is a nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group. It has a role as an auxin, a plant hormone, a plant metabolite and a human xenobiotic metabolite. It is a nitrile and a member of indoles. It derives from an acetonitrile., 771-51-7.

In addition to indoleacetic acid, indigo, and tryptophan, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. The best-known group of these compounds is the indole alkaloids, members of which have been isolated from plants representing more than 30 families. COA of Formula: C10H8N2.

Zheng, Shaojun;Wu, Wenbin;Jiang, Qiaoju;Lin, Chuansong;Fang, Yue;Dai, Huihui;Tang, Bing;Tan, Yi research published 《 Synthesis of novel naphthalene-chimonanthine scaffolds hybrids with potent antibacterial or antifungal activity》, the research content is summarized as follows. In this work, a total of 19 novel naphthalene hybrids with chimonanthine scaffolds were efficiently synthesized from indole-3-acetonitrile in good yields. The prepared compounds were evaluated for biol. activity against Cryptococcus neoformans, Escherichia coli, Shigella spp, Candida albicans, Salmonella spp, and Staphylococcus aureus. The preliminary bioassays showed that most of the synthesized compounds exhibited significant antibacterial or antifungal activity. Notably, compound showed potent activity against Cryptococcus neofonmans, Escherichia coli, Shigella spp, and Candida albicans than the pos. control, all with the same MIC value of 3.53 μM. Compound had a broad spectrum of antibacterial or antifungal activity, and will be studied further.

Zhao, Zhiwei team published research on Organic Letters in 2021 | 771-51-7

Previous studies have identified that indole-oxidases are present in P. putida, whose major ligands are heterocyclic substrates and have an interesting affinity when the substrate is indole. 771-51-7, formula is C10H8N2, Name is 2-(1H-Indol-3-yl)acetonitrile. These enzymes oxidize the ring so the substrate turns into Indigo. Related Products of 771-51-7.

Zhao, Zhiwei;Zeng, Ge;Chen, Yinan;Zheng, Jinming;Chen, Zhongyan;Shao, Yinlin;Zhang, Fangjun;Chen, Jiuxi;Li, Renhao research published 《 Palladium-Catalyzed Three-Component Cascade Reaction of Nitriles: Synthesis of 2-Arylquinoline-4-carboxylates》, the research content is summarized as follows. A new method for converting 2-(2-oxoindolin-3-yl)acetonitrile, arylboronic acids, and alcs. into 2-arylquinoline-4-carboxylates I [R = H, Me, I; R¹ = Me, Et, CH₂CH₂OH, etc.; Ar = Ph, 4-IC₆H₄, 3-thienyl, etc.] was reported. The procedure involved a three-component addition/ring expansion/esterification reaction in the presence of Pd(II) catalyst with high functional group tolerance under mild conditions. In addition, the photophys. properties of the resulting product were investigated and exhibited excellent polarity-sensitive fluorescence properties and AIE property.