Day: November 2, 2022

On October 26, 2021, Qiu, Renhua; Ou, Yifeng; Yang, Tianbao published a patent.Electric Literature of 52537-00-5 The title of the patent was Green preparation of N-(2-arylcarboxaldehyde)-1-aminoindole derivative and its application. And the patent contained the following:

The present invention relates to the green preparation of N-(2-arylcarboxaldehyde)-1-aminoindole derivative and its application. In particular, the preparation method comprises a step of reacting indoline compounds with o-nitrobenzyl alcs. as main raw materials in the presence of an acetic acid and tetraethylammonium iodide as an additive under a solvent condition, irradiated with 385-405 nm UV light at room temperature, and reacted for 24 h. to obtain N-(2-aryl formaldehyde)-1-aminoindole derivative I, II, III, IV (wherein, R1 = 2,5-di-Me, 3-Me, 4-fluoro, 5-fluoro, 5-chloro, 5-bromo, 5-iodine, 5-Me, 5-benzyloxy, 5-methoxy, 5-methylformate, 5-cyano, 5-nitro, 5,6-dichloro, 6-chloro, 7-chloro; R2 = 2-Me, 3-Me, 4-bromo, 4-(3-furan), 4-(3-thiophene), 4-(2-naphthyl), 4,5-dimethoxy, 5-Me, 5-chloro, 5-Me formate; R3 = Me, benzene, 2-naphthyl, 3-furan, 2-chlorophenyl, 3-methylphenyl, 3-benzyloxyphenyl, 4-methoxyphenyl; and R4 and R5 = 4-nitro and Ph, 4,5-methylenedioxy and phenyl). The inventive method has the advantages of low cost, high yield, simple and easy to operate, no metal and photocatalyst, green and environmental protection, has potential industrial applications and the obtained fluorescent probe has the characteristics of high efficiency and sensitivity. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Electric Literature of 52537-00-5

The Article related to arylcarboxaldehyde aminoindole derivative green preparation fluorescent probe, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Electric Literature of 52537-00-5

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

On August 20, 2021, Ou, Yifeng; Yang, Tianbao; Tang, Niu; Yin, Shuang-Feng; Kambe, Nobuaki; Qiu, Renhua published an article.Formula: C8H8ClN The title of the article was Photo-Induced N-N Coupling of o-Nitrobenzyl Alcohols and Indolines To Give N-Aryl-1-amino Indoles. And the article contained the following:

A novel method to synthesize N-aryl-1-amino indoles I [R = H, Me, Ph, etc.; R1 = H, 6-Me, 5-Cl, etc.; R2 = H, 4-F, 5-Br, etc.] was established by the photoinduced N-N coupling reaction. This protocol was operated by treatment of o-nitrobenzyl alcs. and indolines in the presence of TEAI and acetic acid with a 24 W UV light-emitting diode (LED) (385-405 nm) irradiation The products bearing an aldehyde group can be further transformed to fluorescent probes based on Rhodamine derivative, which shows a high specificity and sensitivity for Fe3+. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Formula: C8H8ClN

The Article related to aryl amino indole preparation, nitrobenzyl alc indoline photo induced coupling, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Formula: C8H8ClN

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

On December 8, 1982, there was a patent about fungicides.Category: indole-building-block The title of the patent was 1-(α-Chloroacetyl)-6-substituted indolines. And the patent contained the following:

Title indolines I [R = COCH2Cl (II), COCH2NO2] were prepared by acylating I (R = H) in the presence of bases. Thus, 14.7 g ClCH2COCl was added to a mixture of 20 g I (R = H) and 14.4 g Et3N in C6H6 with cooling and the whole stirred 30 min with cooling and 2 h at 30-40° to give 74.8% II. II showed fungicidal activity at 1000 ppm. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Category: indole-building-block

The Article related to indoline chloro fungicide preparation, chloroindoline acyl fungicide preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: indole-building-block

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

On March 27, 2008, Chen, Li; Zhang, Jing; Zhang, Zhuming; Yang, Song published a patent.Formula: C8H8ClN The title of the patent was Oxindole derivatives as anticancer agents and their preparation, pharmaceutical compositions and use in the treatment of proliferative and oncological diseases. And the patent contained the following:

There is provided compounds of the formula I, which exhibited activity as anticancer agents. Compounds of formula I wherein X is H, halo, CN, lower alkyl, lower alkenyl, lower alkynyl, etc.; V is H and halo; Y is (un)substituted lower alkylamino, (un)substituted (hetero)arylamino, (un)substituted dialkylamino, (un)substituted lower alkoxy, (un)substituted (hetero)aryloxy, etc.; W is O, N and a single bond; n is 1 – 3; R6 is (un)substituted heteroaryl; and their pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by condensation of 6-chlorooxindole with 3-chlorobenzaldehyde; the resulting 3-(3-chlorobenzylidene)-6-chlorooxindole underwent hydride reduction to give 3-(3-chlorobenzyl)-6-chlorooxindole, which underwent bromination to give 3-bromo-3-(3-chlorobenzyl)-6-chlorooxindole, which underwent amination with 4-propoxyaniline to give compound II. All the invention compounds were evaluated for their anticancer activity (some data given). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Formula: C8H8ClN

The Article related to oxindole derivative preparation anticancer treatment proliferative oncol disease, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Formula: C8H8ClN

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

On April 28, 2010, Guan, Zheng-Hui; Yan, Ze-Yi; Ren, Zhi-Hui; Liu, Xue-Yuan; Liang, Yong-Min published an article.Synthetic Route of 65417-22-3 The title of the article was Preparation of indoles via iron catalyzed direct oxidative coupling. And the article contained the following:

Iron-catalyzed aryl C-H and vinyl C-H bonds activation to give valuable substituted indole products, e.g. I, from 3-(phenylamino)but-2-enoates, e.g. II, was reported. The reaction shows high functional group tolerance. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Synthetic Route of 65417-22-3

The Article related to indole preparation, phenylaminobutenoate oxidative coupling iron catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route of 65417-22-3

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

On February 28, 2011, de Lange, Ben; Hyett, David J.; Maas, Peter J. D.; Mink, Daniel; van Assema, Friso B. J.; Sereinig, Natascha; de Vries, Andre H. M.; de Vries, Johannes G. published an article.Synthetic Route of 79815-20-6 The title of the article was Asymmetric Synthesis of (S)-2-Indolinecarboxylic Acid by Combining Biocatalysis and Homogeneous Catalysis. And the article contained the following:

The use of a combination of biocatalysis and homogeneous catalysis led to a very short synthesis route to enantiopure (S)-2-indolinecarboxylic acid. Thus, reacting 2-ClC6H4CHO with Ac2O/NaOAc gave 2-ClC6H4CH:CHCO2H in 55% yield. The latter compound was treated with phenylalanine ammonia lyase to give (S)-2-ClC6H4CH2CH(NH2)CO2H (I), that, upon addition of CuCl/H2O, produced 77% of the title compound Alternatively, treating 2-ClC6H4CH:CH(NHCOMe)CO2H with [Rh(cod)2]BF4/MonoPhos/H2CH2Cl2 gave the reduced compound which was then converted into I and taken on to the final compound as stated above. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Synthetic Route of 79815-20-6

The Article related to indolinecarboxylic acid asym synthesis biocatalysis homogeneous catalysis, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route of 79815-20-6

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

Basolo, Luca; Bernasconi, Alice; Borsini, Elena; Broggini, Gianluigi; Beccalli, Egle M. published an article in 2011, the title of the article was Solvent-Free, Microwave-Assisted N-Arylation of Indolines by using Low Palladium Catalyst Loadings.Recommanded Product: 79815-20-6 And the article contains the following content:

A series of substituted N-arylindolines is prepared by a solvent-free, palladium-catalyzed procedure. The procedure requires only low loadings of catalyst, uses microwave irradiation, and starts from com. available substrates. The method proceeds in good yields and in short reaction times with aryl bromides, chlorides, and iodides, also on 2-substituted indolines. The combination of solvent-free methods with microwave heating will further increase in importance in the search for more environmentally acceptable synthesis methods. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Recommanded Product: 79815-20-6

The Article related to indoline aryl preparation aryl halide palladium phosphine catalyst microwave, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Recommanded Product: 79815-20-6

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

On March 15, 2011, Ali, Ashif Md.; Punniyamurthy, Tharmalingam published an article.Safety of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Domino ligand-free copper-catalyzed synthesis of polysubstituted indoles. And the article contained the following:

The synthesis of polysubstituted indoles is described by the domino reaction of 2-haloanilines and 1,3-dicarbonyl compounds, 1,3-diketones, β-keto esters and β-keto amides, using copper catalysis under ligand-free conditions. The protocol provides a simple, general and atom economical process for the synthesis of substituted indoles at moderate temperature The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Safety of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to indole preparation, haloaniline dicarbonyl compound cyclocondensation copper, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Safety of Methyl 2-methyl-1H-indole-3-carboxylate

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

On June 30, 2006, Qian, Chao; Zhang, Jia-sen; Liu, Jian-qing; Li, Lu-zhen; Chen, Xin-zhi published an article.Reference of H-Idc-OH The title of the article was Study on the synthesis of S-(-)-2-Carboxyindoline. And the article contained the following:

A general synthetic route of S-(-)-2-carboxyindoline was proposed which started from o-nitrotoluene and di-Et oxalate, via condensation, nitro-group reduction, heterocyclic reduction and hydrolysis, 2-carboxyindoline was achieved with total yield of 40.6%. Especially, using 10% Pd-C as catalysts, the heterocycle is reduced easily with hydrogen at 160° and 6.2 MPa, the catalysts also can be reclaimed. Through steps of chlorination, esterification, fractional crystallization, and hydrolysis, the S-(-)-2-carboxyindoline was resolved with L-carnitine oxalate as the chiral resolution reagent. The titled product can be achieved with 32% yield and [α20589 = -27.5] (c = 1.0, DMSO). The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Reference of H-Idc-OH

The Article related to carboxyindoline preparation nitrotoluene chiral resolution carnitine oxalate, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Reference of H-Idc-OH

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