Rh(III)-catalyzed 7-azaindole synthesis via C–H …

SYNTHESIS OF 7-AZAINDOLE AND NICOTINAMIDE ..
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Azaindole synthesis - Organic chemistry

(a) In this section:(1) "Core component" is one of the following: azaindole, benzimidazole, benzothiazole, carbazole, imidazole, indane, indazole, indene, indole, pyrazole, pyrazolopyridine, pyridine, or pyrrole.(2) "Group A component" is one of the following: adamantane, benzene, cycloalkylmethyl, isoquinoline, methylpiperazine, naphthalene, phenyl, quinoline, tetrahydronaphthalene, tetramethylcyclopropane, amino oxobutane, amino dimethyl oxobutane, amino phenyl oxopropane, methyl methoxy oxobutane, methoxy dimethyl oxobutane, methoxy phenyl oxopropane, or an amino acid.(3) "Link component" is one of the following functional groups: carboxamide, carboxylate, hydrazide, methanone (ketone), ethanone, methanediyl (methylene bridge), or methine.(b) Penalty Group 2-A consists of any material, compound, mixture, or preparation that contains any quantity of a natural or synthetic chemical substance, including its salts, isomers, and salts of isomers, listed by name in this subsection or contained within one of the structural classes defined in this subsection:(1) WIN-55,212-2;(2) Cyclohexylphenol: any compound structurally derived from 2-(3-hydroxycyclohexyl)phenol by substitution at the 5-position of the phenolic ring, (N-methylpiperidin-2-yl)alkyl, (4-tetrahydropyran)alkyl, or 2-(4-morpholinyl)alkyl, whether or not substituted in the cyclohexyl ring to any extent, including:JWH-337;JWH-344;CP-55,940;CP-47,497; andanalogues of CP-47,497;(3) Cannabinol derivatives, except where contained in marihuana, including tetrahydro derivatives of cannabinol and 3-alkyl homologues of cannabinol or of its tetrahydro derivatives, such as:Nabilone;HU-210; andHU-211;(4) Tetramethylcyclopropyl thiazole: any compound structurally derived from 2,2,3,3-tetramethyl-N-(thiazol- 2-ylidene)cyclopropanecarboxamide by substitution at the nitrogen atom of the thiazole ring, whether or not further substituted in the thiazole ring to any extent, whether or not substituted in the tetramethylcyclopropyl ring to any extent, including:A-836,339;(5) any compound containing a core component substituted at the 1-position to any extent, and substituted at the 3-position with a link component attached to a group A component, whether or not the core component or group A component are further substituted to any extent, including:Naphthoylindane;Naphthoylindazole (THJ-018);Naphthyl methyl indene (JWH-171);Naphthoylindole (JWH-018);Quinolinoyl pyrazole carboxylate (Quinolinyl fluoropentyl fluorophenyl pyrazole carboxylate);Naphthoyl pyrazolopyridine; andNaphthoylpyrrole (JWH-030);(6) any compound containing a core component substituted at the 1-position to any extent, and substituted at the 2-position with a link component attached to a group A component, whether or not the core component or group A component are further substituted to any extent, including:Naphthoylbenzimidazole (JWH-018 Benzimidazole); andNaphthoylimidazole;(7) any compound containing a core component substituted at the 3-position to any extent, and substituted at the 2-position with a link component attached to a group A component, whether or not the core component or group A component are further substituted to any extent, including:Naphthoyl benzothiazole; and(8) any compound containing a core component substituted at the 9-position to any extent, and substituted at the 3-position with a link component attached to a group A component, whether or not the core component or group A component are further substituted to any extent, including:Naphthoylcarbazole (EG-018).Added by Acts 2011, 82nd Leg., R.S., Ch.

Shigenobu Okuda; Michael M. Robison. 7-Azaindole. V. Investigations of Alternative Syntheses of the Ring System1,2. (3), 740-743.
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indeed been applied to azaindole synthesis, ..

We show that the unnatural self-pair formed between two 7-azaindole nucleosides can be replicated in DNA using binary polymerase system - KF efficiently synthesizes the self-pair, and pol β efficiently extends it.

Synthesis of 1-p-chlorobenzyl-7-azaindole-3- -piperidylmethanol as a potential antimalarial agent
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Benzene-ring substituted 1-phenyl-4-methyl-7-azaindolines and 1-phenyl-4-methyl-7-azaindoles are synthesized. It is shown that introduction of para electron-donating substituents into the benzene rings of N-methylaniline and aniline facilitates their reaction with 2-chloro-3-(β-chloroethyl) pyridines to give derivatives of 1-phenyl-7-azaindolines. Electron-accepting substituents at the same position slow down reaction. A study is made of dehydrogenation of 1-phenyl-4-methyl-7-azaindolines with para substituents in the benzene ring, and it is shown that it takes place considerably more easily when these substituents are electron-donors than when they are electron-acceptors.

06/09/2006 · The synthesis of 7-azaindole (1H-pyrrolo [ 2, 3-b] pyridine and its uses in organic synthesis was analyzed
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