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Deaminative Arylation of Amino Acid-derived Pyridinium Salts

Megan E. Hoerrner, Kristen M. Baker, Corey H. Basch, Earl M. Bampo and Mary P. Watson*

*Department of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, United States, Email: mpwatsonudel.edu

M. E. Hoerrner, K. M. Baker, C. H. Basch, E. M. Bampo, M. P. Watson, Org. Lett., 2019, 21, 7356-7360.

DOI: 10.1021/acs.orglett.9b02643 (free Supporting Information)


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Abstract

A Suzuki-Miyaura cross-coupling of α-pyridinium esters and arylboroxines provides α-aryl esters and amides. Combined with formation of the pyridinium salts, this method enables an efficient transformation of amino acid derivatives under mild conditions and broad functional group tolerance.


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Key Words

Suzuki coupling, arylation


ID: J54-Y2019