Mild Sustainable Amide Alkylation Protocol Enables a Broad Orthogonal Scope

Jason P. Hibbard, Jessalyn G. Yam, Eyad B. Alsalek and Ana Bahamonde*

*Department of Chemistry, University of California, Riverside, 501 Big Springs Road, Riverside, California92521, United States, Email: ana.bahamondeucr.edu

J. P. Hibbard, J. G. Yam, E. B. Alsalek, A. Bahmonde, J. Org. Chem., 2022, 87, 12036-12040.

DOI: 10.1021/acs.joc.2c01028

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Abstract

K₃PO₄ mediates a mild sustainable protocol for the coupling of primary alkyl chlorides and bromides with amides. The reaction does not require strongly basic conditions, high temperatures, or the addition of an organometallic catalyst, thereby enabling access to a remarkably orthogonal scope of alkylated amide products in good yields.

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Key Words

amides, benzylamines

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ID: J42-Y2022