Issue 66, 2016

Concise approach to pyrrolizino[1,2-b]indoles from indole-derived donor–acceptor cyclopropanes

Abstract

Developed here is a direct three-step approach to a previously unexplored pyrrolizino[1,2-b]indole system based on a sequence of three synthetic steps: (a) one-pot azide ion promoted ring opening of the indole-derived donor–acceptor cyclopropane and Krapcho dealkoxycarbonylation; (b) Vilsmeier–Haack formylation; (c) tandem Staudinger/intramolecular aza-Wittig reaction and reductive cyclization realized in a one pot fashion.

Graphical abstract: Concise approach to pyrrolizino[1,2-b]indoles from indole-derived donor–acceptor cyclopropanes

Supplementary files

Article information

Article type
Communication
Submitted
30 abr 2016
Accepted
21 jun 2016
First published
23 jun 2016

RSC Adv., 2016,6, 62014-62018

Concise approach to pyrrolizino[1,2-b]indoles from indole-derived donor–acceptor cyclopropanes

E. V. Villemson, E. M. Budynina, O. A. Ivanova, D. A. Skvortsov, I. V. Trushkov and M. Ya. Melnikov, RSC Adv., 2016, 6, 62014 DOI: 10.1039/C6RA11233A

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