Palladium-Catalyzed Selective γ-Monoarylation of Free Amines Containing Symmetric γ-C-H Controlled by a Transient Directing Group.

Org Lett

State Key Laboratory of Molecular Chemistry for Drug, Hebei Collaborative Innovation Center of New Drug Creation, Hebei University of Science & Technology, Shijiazhuang 050018, P. R. China.

Published: July 2024

We developed a new transient directing group, -(2-benzoyl-4-chlorophenyl)-1,1,1-trifluoromethanesulfonamide, which can facilitate the γ-monoarylation of free amines containing symmetric γ-C-H bonds. A variety of amines containing symmetric and identical γ-C(sp)-H and γ-C(sp)-H reacted with a diverse range of aryl and heteroaryl iodides to provide γ-monoarylated products exclusively.

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http://dx.doi.org/10.1021/acs.orglett.4c01968DOI Listing

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