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Regioselective/Electro-oxidative Intermolecular [3+2] Annulation for the Preparation of Indolines

Abstract

Compared with the reported intramolecular electro-oxidative cyclization of alkenyl amines or vinyl anilines for the preparation of pyrrolidines or indolines, the intermolecular version is less studied. Herein, this electrochemical intermolecular oxidative annulation of anilines and alkenes for the preparation of indolines was proceeded under external oxidant-free conditions. The most noteworthy achievement of our work is the facile generation of indolines with quaternary centers at the 2-position. In addition, alkenes and anilines bearing with various functional group can be well tolerated. Remarkably, the electrolyte-free conditions were performed in an electrochemical flow cell, which show application potential for this method.

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Article information


Submitted
12 Nov 2019
Accepted
09 Jan 2020
First published
15 Jan 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020, Accepted Manuscript
Article type
Edge Article

Regioselective/Electro-oxidative Intermolecular [3+2] Annulation for the Preparation of Indolines

Q. Wang, P. Wang, X. Gao, D. Wang, S. Wang , X. Liang, L. Wang, H. Zhang and A. Lei, Chem. Sci., 2020, Accepted Manuscript , DOI: 10.1039/C9SC05729C

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