Copper-Catalyzed Radical Cross-Coupling of Redox-Active Oxime Esters, Styrenes, and Boronic Acids | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

6593551

Reference Type

Journal Article

Title

Copper-Catalyzed Radical Cross-Coupling of Redox-Active Oxime Esters, Styrenes, and Boronic Acids

Author(s)

Yu, XY; Zhao, QQ; Chen, J; Chen, , JR; Xiao, WJ; ,

Year

2018

Is Peer Reviewed?

Yes

Journal

Angewandte Chemie (International Edition)
ISSN: 1433-7851
EISSN: 1521-3773

Publisher

WILEY-V C H VERLAG GMBH

Location

WEINHEIM

Volume

Issue

Page Numbers

15505-15509

Language

English

PMID

30295976

DOI

10.1002/anie.201809820

Web of Science Id

WOS:000453344500036

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-85055256432&doi=10.1002%2fanie.201809820&partnerID=40&md5=487ca030de36ddf54981602462a39b2d
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Abstract

A visible-light-driven, copper-catalyzed three-component radical cross-coupling of oxime esters, styrenes, and boronic acids has been developed. Key steps of this protocol involve catalytic generation of an iminyl radical from a redox-active oxime ester and subsequent C-C bond cleavage to generate a cyanoalkyl radical. Upon its addition to styrene, the newly formed benzylic radical undergoes coupling with a boronic-acid-derived ArCuII complex to achieve 1,1-diarylmethane-containing alkylnitriles.