Palladium-Catalyzed Regioselective Insertion of Carbenes into γ-C(sp)-H Bonds of Aliphatic Amines.

Org Lett

Guangdong Provincial Key Laboratory of Chiral Molecules and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.

Published: April 2024


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Article Abstract

A migratory insertion of carbenes into distal γ-C(sp)-H bonds of aliphatic amines has been successfully developed. The synergistic interplay among a palladium catalyst, picolinamide directing group, a carefully selected base additive, and an essential ligand proved crucial in achieving high yields. These findings hold significant value for advancing the exploration of regioselective carbene insertions into nonactivated C(sp)-H bonds.

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http://dx.doi.org/10.1021/acs.orglett.4c00038DOI Listing

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