Issue 4, 2017

Organocatalytic C–C bond activation of cyclopropenones for ring-opening formal [3 + 2] cycloaddition with isatins

Abstract

Cyclopropenones were first applied as potential 3C synthons in ring-opening formal cycloaddition via an organocatalytic C–C bond activation strategy. This [3 + 2] cycloaddition of cyclopropenones with isatins catalyzed by using two different Lewis bases offers rapid access to spirooxindoles 3 and 4 regioselectively. These findings will provide helpful guidelines for further investigation of the reactivity of cyclopropenones with organocatalysis.

Graphical abstract: Organocatalytic C–C bond activation of cyclopropenones for ring-opening formal [3 + 2] cycloaddition with isatins

Supplementary files

Article information

Article type
Research Article
Submitted
20 Nov 2016
Accepted
11 Jan 2017
First published
16 Jan 2017

Org. Chem. Front., 2017,4, 560-564

Organocatalytic C–C bond activation of cyclopropenones for ring-opening formal [3 + 2] cycloaddition with isatins

J. Xu, J. Cao, C. Fang, T. Lu and D. Du, Org. Chem. Front., 2017, 4, 560 DOI: 10.1039/C6QO00734A

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