Nickel(0)‐Catalyzed Hydroalkenylation of Imines with Styrene and Its Derivatives

Nickel(0)‐Catalyzed Hydroalkenylation of Imines with Styrene and Its Derivatives A nickel(0)‐catalyzed hydroalkenylation of imines with styrene and its derivatives is described. A wide range of aromatic and aliphatic imines directly coupled with styrene and its derivatives, thus providing various synthetically useful allylic amines with up to 95 % yield. The reaction offers a new atom‐ and step‐economical approach to allylic amines by using alkenes instead of alkenyl‐metallic reagents. Experiments and DFT calculations showed that TsNH2 promotes the proton transfer from the coordinated olefin to the imine, accompanied by a new C−C bond formation. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Angewandte Chemie Wiley

Nickel(0)‐Catalyzed Hydroalkenylation of Imines with Styrene and Its Derivatives

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Publisher
Wiley Subscription Services, Inc., A Wiley Company
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
0044-8249
eISSN
1521-3757
D.O.I.
10.1002/ange.201713333
Publisher site
See Article on Publisher Site

Abstract

A nickel(0)‐catalyzed hydroalkenylation of imines with styrene and its derivatives is described. A wide range of aromatic and aliphatic imines directly coupled with styrene and its derivatives, thus providing various synthetically useful allylic amines with up to 95 % yield. The reaction offers a new atom‐ and step‐economical approach to allylic amines by using alkenes instead of alkenyl‐metallic reagents. Experiments and DFT calculations showed that TsNH2 promotes the proton transfer from the coordinated olefin to the imine, accompanied by a new C−C bond formation.

Journal

Angewandte ChemieWiley

Published: Jan 19, 2018

Keywords: ; ; ; ;

References

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