Issue 35, 2020

Revisiting the role of acids and hydrogen bond acceptors in enamine formation

Abstract

A systematic investigation into the effects of acids and hydrogen bond acceptors on the reaction rates and equilibria of enamine formation is reported. Acids can accelerate the reaction but do not change the reaction equilibria. In comparison, hydrogen bond acceptors facilitate the enamine formation via their strong hydrogen bonding interaction with the water generated in the reaction.

Graphical abstract: Revisiting the role of acids and hydrogen bond acceptors in enamine formation

Supplementary files

Article information

Article type
Paper
Submitted
30 Jul 2020
Accepted
18 Aug 2020
First published
18 Aug 2020

Org. Biomol. Chem., 2020,18, 6849-6852

Author version available

Revisiting the role of acids and hydrogen bond acceptors in enamine formation

Z. Lu, G. B. Hammond and B. Xu, Org. Biomol. Chem., 2020, 18, 6849 DOI: 10.1039/D0OB01579B

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