Issue 12, 2018

Cobalt-catalyzed intermolecular hydroacylation of aldehydes: initiation of hydride transfer enables turnover

Abstract

Intermolecular hydroacylation of aldehydes catalyzed by an in situ generated low-valent cobalt system was developed. Mechanistic studies disclosed that the desired hydroacylation was impeded by poor hydride donation by the respective Co(III)–H phosphine complex formed by the oxidative addition of Co(I) to the formyl C–H bond. Surprisingly, the reaction rate was significantly promoted in the presence of Lewis base N,N-diisopropylethylamine (iPr2NEt) functioning as an initiator of hydride transfer, thereby offering an excellent reaction efficiency with high substrate tolerance.

Graphical abstract: Cobalt-catalyzed intermolecular hydroacylation of aldehydes: initiation of hydride transfer enables turnover

Supplementary files

Article information

Article type
Research Article
Submitted
02 Apr 2018
Accepted
25 Apr 2018
First published
26 Apr 2018

Org. Chem. Front., 2018,5, 1933-1939

Cobalt-catalyzed intermolecular hydroacylation of aldehydes: initiation of hydride transfer enables turnover

T. Li, B. Xu, D. Zhu, Y. Wang and S. Zhang, Org. Chem. Front., 2018, 5, 1933 DOI: 10.1039/C8QO00337H

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