Direct Cross-Coupling of Allylic C(sp3 )-H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis

Long Huang; Magnus Rueping

doi:10.1002/anie.201805118

Direct Cross-Coupling of Allylic C(sp³ )-H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis

Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10333-10337. doi: 10.1002/anie.201805118. Epub 2018 Jul 16.

Authors

Long Huang¹, Magnus Rueping^{1

2}

Affiliations

¹ Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
² King Abdullah University of Science and Technology (KAUST), KAUST Catalysis Center (KCC), Thuwal, 23955-6900, Saudi Arabia.

PMID: 30011106
DOI: 10.1002/anie.201805118

Abstract

An efficient protocol for the direct allylic C(sp³ )-H bond activation of unactivated tri- and tetrasubstituted alkenes and their functionalization with aryl- and vinylbromides by nickel and visible-light photocatalysis has been developed. The method allows C(sp² )-C(sp³ ) formation under mild reaction conditions with good functional-group tolerance and excellent regioselectivity.

Keywords: C−H activation; alkenes; allylic compounds; nickel; photocatalysis.