Convenient Synthesis of 6,7,12,13-Tetrahydro-5H-Cyclohepta[2,1-b:3,4-b’]diindole Derivatives Mediated by Hypervalent Iodine (III) Reagent

Autor:	Lei Peng, Xiaofei Zhang, Chunhao Yang
Jazyk:	angličtina
Rok vydání:	2019
Předmět:	phenyliodine(III)bis(trifluoroacetate) cyclohepta[2 1-b:3 4-b’]diindole intramolecular oxidative coupling Organic chemistry QD241-441
Zdroj:	Molecules, Vol 24, Iss 5, p 960 (2019)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules24050960
Popis:	Bisindolyl alkaloids represent a large family of natural and synthetic products that display various biological activities. Among the bisindole compounds, 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b’]diindoles have received little attention. Only two methods have been developed for the construction of the 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b’]diindole scaffold thus far, including the classical Fischer indole synthesis conducted by reacting indole-fused cycloheptanone and hydrazines, and the condensation reaction to build the seven-membered ring. Here, we report for the first time a new route to synthesize 6,7,12,13-tetrahydro-5H-cyclohepta[2,1-b:3,4-b’]diindoles through intramolecular oxidative coupling of 1,3-di(1H-indol-3-yl)propanes in the presence of PIFA, DDQ and TMSCl with moderate to excellent yields.
Databáze:	Directory of Open Access Journals
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