Issue 23, 2018

Ni-Catalyzed 1,2-iminoacylation of alkenes via a reductive strategy

Abstract

In this protocol, we developed a reductive strategy for 1,2-iminoacylation of alkenes. Under the catalysis of the Ni-biquinoline system, various oxime esters incorporating a pendant terminal olefinic unit were successfully reacted with acid chlorides or anhydrides as electrophilic acylating reagents in the presence of Zn as a reductant, furnishing a series of pyrrolines in moderate to excellent yields. This reaction is distinguished by safe and mild reaction conditions that avoid the use of CO gas as a carbonyl source, pregenerated organometallics and strong bases as reaction additives.

Graphical abstract: Ni-Catalyzed 1,2-iminoacylation of alkenes via a reductive strategy

Supplementary files

Article information

Article type
Research Article
Submitted
27 sep 2018
Accepted
23 okt 2018
First published
25 okt 2018

Org. Chem. Front., 2018,5, 3476-3482

Ni-Catalyzed 1,2-iminoacylation of alkenes via a reductive strategy

L. Wang and C. Wang, Org. Chem. Front., 2018, 5, 3476 DOI: 10.1039/C8QO01044G

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