Intra- and Intermolecular Nickel-Catalyzed Reductive Cross-Electrophile Coupling Reactions of Benzylic Esters with Aryl Halides

Mikhail O Konev; Luke E Hanna; Elizabeth R Jarvo

doi:10.1002/anie.201601206

Intra- and Intermolecular Nickel-Catalyzed Reductive Cross-Electrophile Coupling Reactions of Benzylic Esters with Aryl Halides

Angew Chem Int Ed Engl. 2016 Jun 1;55(23):6730-3. doi: 10.1002/anie.201601206. Epub 2016 Apr 21.

Authors

Mikhail O Konev¹, Luke E Hanna¹, Elizabeth R Jarvo²

Affiliations

¹ Department of Chemistry, University of California, Irvine, Irvine, CA, 92697, USA.
² Department of Chemistry, University of California, Irvine, Irvine, CA, 92697, USA. erjarvo@uci.edu.

PMID: 27099968
DOI: 10.1002/anie.201601206

Abstract

Nickel-catalyzed cross-electrophile coupling reactions of benzylic esters and aryl halides have been developed. Both inter- and intramolecular variants proceed under mild reaction conditions. A range of heterocycles and functional groups are tolerated under the reaction conditions. Additionally, the first example of a stereospecific cross-electrophile coupling of a secondary benzylic ester is described.

Keywords: cross-coupling; cyclization; heterocycles; nickel; zinc.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.