Issue 27, 2020, Issue in Progress

Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines

Abstract

Herein, we report a facile tandem approach for the synthesis of both spiro-oxindole-fused pyrroloindolines and benzofurano-pyrrolidines via a Lewis acid-catalyzed domino ring-opening with concomitant ring annulation using activated spiro-aziridines and heteroarenes. This method offers a new class of novel spiro-fused polycyclic pyrrolidines in a one-pot and sustainable manner with good yields and high diastereoselectivity. In addition, the structure of 3d was confirmed by single X-ray crystallography analysis.

Graphical abstract: Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines

Supplementary files

Article information

Article type
Paper
Submitted
22 Jan 2020
Accepted
30 Mar 2020
First published
24 Apr 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 16101-16109

Ring-opening cyclization of activated spiro-aziridine oxindoles with heteroarenes: a facile synthetic approach to spiro-oxindole-fused pyrroloindolines

S. Bhandari, S. Sana, V. Lahoti, R. Tokala and N. Shankaraiah, RSC Adv., 2020, 10, 16101 DOI: 10.1039/D0RA00684J

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