Issue 3, 2015

Co-catalysis between DABCO and a Brønsted acid in the catalytic [4 + 2] annulation of isatin with but-3-yn-2-one and mechanistic investigations

Abstract

Catalytic amounts of the base catalyst DABCO in cooperation with a proton source (732 cation exchange resin) afford the [4 + 2] cycloadducts of isatins with but-3-yn-2-one in moderate to good yields. Moreover, related plausible mechanisms have been proposed in detail based on control and deuterium labeling experiments.

Graphical abstract: Co-catalysis between DABCO and a Brønsted acid in the catalytic [4 + 2] annulation of isatin with but-3-yn-2-one and mechanistic investigations

Supplementary files

Article information

Article type
Research Article
Submitted
10 Dec 2014
Accepted
05 Jan 2015
First published
06 Jan 2015

Org. Chem. Front., 2015,2, 211-215

Author version available

Co-catalysis between DABCO and a Brønsted acid in the catalytic [4 + 2] annulation of isatin with but-3-yn-2-one and mechanistic investigations

Q. Wang, Q. Xu and M. Shi, Org. Chem. Front., 2015, 2, 211 DOI: 10.1039/C4QO00323C

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