학술논문

Transition-metal-free [3 + 3] annulation of indol-2-ylmethyl carbanions to nitroarenes. A novel synthesis of indolo[3,2-b]quinolines (quindolines)
Document Type
article
Source
Beilstein Journal of Organic Chemistry, Vol 14, Iss 1, Pp 194-202 (2018)
Subject
carbanions
cyclization
heterocycles
nitroarenes
nucleophilic substitution
silylation
Science
Organic chemistry
QD241-441
Language
English
ISSN
1860-5397
Abstract
Indol-2-ylmethyl carbanions stabilized by alkoxycarbonyl, cyano or benzenesulfonyl groups react with nitroarenes to form σH-adducts, which in the presence of base (triethylamine or DBU) and trimethylchlorosilane transform into indolo[3,2-b]quinoline derivatives in moderate to good yields.