Category: 65417-22-3

On July 31, 2014, Tanimori, Shinji; Inaba, Ushio; Kato, Yoshihiro; Ura, Haruna; Kashiwagi, Hiroaki; Nishimura, Takeshi; Kirihata, Mitsunori published an article.Related Products of 65417-22-3 The title of the article was Efficient synthesis of useful heterocycles via transition metal-catalyzed cascade processes. And the article contained the following:

This paper reports our recent results from synthesis of some useful heterocycles, for example oxazolidinones, indoles, and quinoxalinones, by transition metal-catalyzed cascade processes. The scope and limitations of these procedures and the reaction mechanism for formation of the heterocycles are also discussed. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Related Products of 65417-22-3

The Article related to oxazolidinone indole quinoxalinone preparation transition metal catalyzed cascade process, Heterocyclic Compounds (More Than One Hetero Atom): General and other aspects.Related Products 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 April 30, 1980, Kaneko, Chikara; Fujii, Harue; Kawai, Shinji; Yamamoto, Atsushi; Hashiba, Kazuhiko; Kimata, Toshihiko; Hayashi, Reiko; Somei, Masanori published an article.Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Studies on the N-oxides of π-deficient N-heteroaromatics. XXXIV. Studies on oxazepine derivatives. X. A novel synthesis of substituted indoles by photochemical ring contraction of 3,1-benzoxazepines. And the article contained the following:

A novel photochem. ring-contraction reaction of 3,1-benzoxazepines I (R = cyano, Ph; R1 = Cl, CO2H; R2 = H) yields 3-formylindoles II (R3 = CHO, R4 = H, Cl) in an aprotic solvent. This ring contraction was successfully extended to oxazepines having an alkoxycarbonyl function at the 5-position to give the indoles having this function at the 3-position. Though most of the oxazepines underwent the ring-contraction reaction only on irradiation at 254 nm, 5-carboxy derivatives or their esters afforded the ring-contraction products even at ≥300 nm. The intermediacy of 3H-indole species in these photochem. ring-contraction reactions was demonstrated by the isolation of II (R = Ph, R3 = Ac, R4 = 5-CO2Me) during the photolysis of I (R = Ph, R1 = COOMe, R2 = Me) this 3H-indole afforded II (R = Ph, R3 = Ac, R4 = 4-, and 6-CO2Me) upon further irradiation The mechanism of this acetyl migration is discussed based on the result of the photochem. acetyl migration of Me 1-acetyl-2-phenylindole-3-carboxylate. The oxazepines were obtained by photochem. rearrangement of quinoline oxides at ≥300 nm. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to benzoxazepine ring contraction photochem, indole preparation photochem, Heterocyclic Compounds (More Than One Hetero Atom): Other 7-Membered Rings and other aspects.Application In Synthesis 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 November 26, 1990, Torii, Sigeru; Okumoto, Hiroshi; Xu, Long He published an article.Product Details of 65417-22-3 The title of the article was A direct approach to 2-substituted 1,4-dihydro-4-oxoquinoline-3-carboxylates by palladium-catalyzed carbonylative cyclization. And the article contained the following:

Carbonylation of 3-substituted 3-(2-haloarylamino)prop-2-enoates I (R = Me, CH2CO2Me, CO2Me, R1 = R2 = H, R3 = Br, iodo; R = Me, R1 = R2 = F, R3 = Br; R = Me, CH2CO2Me, R1 = F, R2 = Cl, R3 = Br) in the presence of Pd(OAc)2 under 20 kgcm-2 of CO at 120° resulted in heterocyclization to form a variety of 2-substituted 1,4-dihydro-4-oxoquinoline-3-carboxylates II in good yields. Lactones III (R1 = R2 = H; R1 = F, R2 = Cl) were prepared similarly. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Product Details of 65417-22-3

The Article related to cyclocarbonylation haloarylaminopropenoate palladium catalyst, quinolinecarboxylate dihydro oxo, propenoate haloarylamino cyclocarbonylation palladium catalyst, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Product Details 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 April 30, 1980, Kaneko, Chikara; Fujii, Harue; Kawai, Shinji; Yamamoto, Atsushi; Hashiba, Kazuhiko; Kimata, Toshihiko; Hayashi, Reiko; Somei, Masanori published an article.Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Studies on the N-oxides of π-deficient N-heteroaromatics. XXXIV. Studies on oxazepine derivatives. X. A novel synthesis of substituted indoles by photochemical ring contraction of 3,1-benzoxazepines. And the article contained the following:

A novel photochem. ring-contraction reaction of 3,1-benzoxazepines I (R = cyano, Ph; R1 = Cl, CO2H; R2 = H) yields 3-formylindoles II (R3 = CHO, R4 = H, Cl) in an aprotic solvent. This ring contraction was successfully extended to oxazepines having an alkoxycarbonyl function at the 5-position to give the indoles having this function at the 3-position. Though most of the oxazepines underwent the ring-contraction reaction only on irradiation at 254 nm, 5-carboxy derivatives or their esters afforded the ring-contraction products even at ≥300 nm. The intermediacy of 3H-indole species in these photochem. ring-contraction reactions was demonstrated by the isolation of II (R = Ph, R3 = Ac, R4 = 5-CO2Me) during the photolysis of I (R = Ph, R1 = COOMe, R2 = Me) this 3H-indole afforded II (R = Ph, R3 = Ac, R4 = 4-, and 6-CO2Me) upon further irradiation The mechanism of this acetyl migration is discussed based on the result of the photochem. acetyl migration of Me 1-acetyl-2-phenylindole-3-carboxylate. The oxazepines were obtained by photochem. rearrangement of quinoline oxides at ≥300 nm. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to benzoxazepine ring contraction photochem, indole preparation photochem, Heterocyclic Compounds (More Than One Hetero Atom): Other 7-Membered Rings and other aspects.Application In Synthesis 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

Banini, Serge R.; Turner, Michael R.; Cummings, Matthew M.; Soederberg, Bjoern C. G. published an article in 2011, the title of the article was A base-modulated chemoselective synthesis of 3-cyanoindoles or 4-cyanoquinolines using a palladium-catalyzed N-heterocyclization.Electric Literature of 65417-22-3 And the article contains the following content:

A selective methodol. for the synthesis of either 3-cyanoindoles or 4-cyanoquinolines via a base-modulated palladium-catalyzed reductive N-heterocyclization from a common 1-cyano-1-(2-nitrophenyl)-1-alkene precursor is described. The required starting materials were prepared either by a Kosugi-Migita-Stille coupling of 2-halo-1-nitrobenzenes with a tributyl(1-alkenyl)stannane or by a vicarious nucleophilic substitution of nitrobenzenes followed by a Knoevenagel condensation with an aldehyde. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Electric Literature of 65417-22-3

The Article related to nitrophenylalkenenitrile chemoselective cyclization indolecarbonitrile quinolinecarbonitrile preparation, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Electric Literature 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 August 31, 1977, Kitamura, Reiko; Fujii, Harue; Hashiba, Kazuhiko; Somei, Masanori; Kaneko, Chikara published an article.Related Products of 65417-22-3 The title of the article was Studies on the N-oxides of π-deficient N-heteroaromatics. Part XXVII. Ring-contraction reactions of methyl benz[d]-3,1-oxazepine 5-carboxylates. And the article contained the following:

Irradiation of the quinoline oxide I (R = Ph, R1 = H) in Me2CO for 5 h gave 82% Me 2-phenylindole-3-carboxylate (II; R = Ph) and 9% Me 2-phenylquinoline-4-carboxylate. If the irradiation was terminated after 20 mins, ∼80% oxazepine III (R = Ph, R1 = H) was obtained, which on further irradiation, or on refluxing in MeOH in the dark (10 h) gave II (R = Ph). Similar irradiation of I (R = Me, R1 = H) in Me2CO or MeCN gave the phenylindole II (R = Me). Irradiation of I (R = Ph, R1 = Me) gave the oxazepine III (R = Ph, R1 = Me) which on heating in MeOH in a sealed tube for 2 h at 100° gave 21% II (R = Ph) and 23% 3H-indole IV (R = Ph, R1 = Me), the latter being converted into II (R = Ph) by heating in MeOH (100° in a sealed tube, 4 h) or in MeOH at room temperature in presence of HCl or KOH. Therefore the Me quinolinecarboxylates I were converted into the Me indolecarboxylates II via the oxazepines III and the 3H-indoles IV. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Related Products of 65417-22-3

The Article related to quinolinecarboxylate oxide photolysis, benzoxazepinecarboxylate ring contraction, indolecarboxylate, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Related Products 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 August 16, 2019, Sen, Chiranjit; Sahoo, Tapan; Singh, Harshvardhan; Suresh, Eringathodi; Ghosh, Subhash Chandra published an article.Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway. And the article contained the following:

An efficient photocatalytic method was developed for the remote C5-H bond carboxylation of 8-aminoquinoline amide and sulfonamide derivatives This methodol. uses in situ generated •CBr3 radical as a carboxylation agent with alc. and is further extended to a variety of arenes and heteroarenes to synthesize the desired carboxylated product in moderate-to-good yields. The reaction proceeding through a single electron transfer pathway was established by a control experiment, and a butylated hydroxytoluene-trapped aryl radical cation intermediate in high-resolution mass spectrometry was identified. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Application In Synthesis of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to aminoquinoline amide sulfonamide carboxylation photocatalyst electron transfer pathway, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Application In Synthesis 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 January 31, 1982, Kaneko, Chikara; Fujii, Harue; Kawai, Shinji; Hashiba, Kazuhiko; Karasawa, Yoshio; Wakai, Masue; Hayashi, Reiko; Somei, Masanori published an article.Reference of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Studies on the N-oxides of 蟺-deficient N-heteroaromatics. XXXVI. Studies on oxazepine derivatives. XII. Photochemical and thermal Michael reactions of alcohols with methyl 2-phenyl-3,1-benzoxazepine-5-carboxylate and its derivatives. And the article contained the following:

Irradiation (鈮?00 nm) of Me 2-phenyl-3,1-benzoxazepine-5-carboxylate in an alc. afforded Z-2-BzNHC6H4C(:COR)CO2Me (I, R = Me, Et, CHMe2, CMe3, allyl) as the major addition product. In contrast, thermal reaction of the oxazepine with a primary alc. in the presence of NEt3 led to the exclusive formation of E-I. Similar addition products were also obtained stereoselectively from 3,1-benzoxazepines having an acetyl group at the 5-position. E-I and Z-I were equilibrated photochem. and the stereochem. of the two isomers was determined by 1H-NMR. An explanation is proposed for the stereoselectivities observed in the photochem. and thermal reactions. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Reference of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to phenylbenzoxazepine carboxylate alcoholysis photochem thermal, benzoxazepinecarboxylate alcoholysis thermal photochem, benzamidophenylacrylate alkoxy isomer, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Esters, Acyl Peroxides, Acyl Halides and other aspects.Reference of Methyl 2-methyl-1H-indole-3-carboxylate

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽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, 2020, Shi, Zhuangzhi; Dong, Ben published a patent.Category: indole-building-block The title of the patent was Preparation method of indole compound for improving yield. And the patent contained the following:

A simple preparation method of indole compound capable of improving yield, and easy to synthesize without any addnl. reducing agent is provided. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Category: indole-building-block

The Article related to indole 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聽Bacillus thuringiensis聽and聽Bacillus velezensis聽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 1, 1986, Mitchell, Glynn; Rees, Charles W. published an article.Application of 65417-22-3 The title of the article was 1H-Azirines as intermediates in the photolysis of 1,2,3-triazoles. And the article contained the following:

Photolysis of triazoles I (R = 1-C10H7, R1 = H, R2 = CO2Et, CN; R1 = Me, R2 = CO2Me, CN) in MeCN gave the benzindoles II (R1, R2 as before) together with smaller amounts of the corresponding isomers III. Similarly, photolysis of I (R = Ph, R1 = H, Me, R2 = CO2Me) gave the rearranged products IV (R3 = CO2Me, R4 = H, Me) (V and VI, resp.) in 5 and 42% yield, resp., together with the isomeric IV (R3 = H, Me, R4 = CO2Me) in 25 and 21% yield, resp. Formation of II, V, and VI provides evidence for antiarom. 1H-azirines as reactive intermediates in a photochem. reaction. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Application of 65417-22-3

The Article related to triazole photolysis mechanism, azirine intermediate triazole photolysis, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.Application 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