Expanding the Scope of Photocatalysis: Atom Transfer Radical Addition of Bromoacetonitrile to Aliphatic Olefins

Expanding the Scope of Photocatalysis: Atom Transfer Radical Addition of Bromoacetonitrile to... An efficient photocatalyzed bromocyanomethylation of alkenes is reported. Among a range of organocatalysts and metal complexes, Ir(ppy)3 proved to be the best photocatalyst in promoting the addition of BrCH2CN to olefins. This photocatalytic atom transfer protocol can be expanded into a wide substrate scope of aliphatic olefins bearing various functional groups, leading to the corresponding products in good to excellent yields. In addition, linchpin catalysis was developed, since the bromo group can undergo further transformation into useful functional groups, such as the synthesis of amino acids. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png ChemCatChem (Electronic) Wiley

Expanding the Scope of Photocatalysis: Atom Transfer Radical Addition of Bromoacetonitrile to Aliphatic Olefins

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Publisher
Wiley Subscription Services, Inc., A Wiley Company
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
1867-3880
eISSN
1867-3899
D.O.I.
10.1002/cctc.201800110
Publisher site
See Article on Publisher Site

Abstract

An efficient photocatalyzed bromocyanomethylation of alkenes is reported. Among a range of organocatalysts and metal complexes, Ir(ppy)3 proved to be the best photocatalyst in promoting the addition of BrCH2CN to olefins. This photocatalytic atom transfer protocol can be expanded into a wide substrate scope of aliphatic olefins bearing various functional groups, leading to the corresponding products in good to excellent yields. In addition, linchpin catalysis was developed, since the bromo group can undergo further transformation into useful functional groups, such as the synthesis of amino acids.

Journal

ChemCatChem (Electronic)Wiley

Published: Jan 7, 2018

Keywords: ; ; ; ;

References

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