Palladium-Catalyzed C-H Alkynylation of Unactivated Alkenes

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2020 Feb 5

PMID 32017347

Citations 9

Authors

Benedikt S Schreib

Marlene Fadel

Erick M Carreira

Affiliations

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Abstract

Palladium-catalyzed regio- and diastereoselective C-H functionalization with bromoalkynes and electronically unbiased olefins is reported. The picolinamide directing group enables the formation of putative 5 and 6-exo-metallacycles as intermediates to afford monoalkynylated products in up to 91 % yield in a stereospecific fashion. The systematic study reveals that substrates with a wide range of substituents on the olefin and bromoalkyne coupling partners are tolerated. Chemoselective transformations were demonstrated for the obtained amides, olefins, and alkynes.

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