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Sulfonamide Synthesis via Calcium Triflimide Activation of Sulfonyl Fluorides

Paramita Mukherjee, Cristian P. Woroch, Leah Cleary, Mark Rusznak, Ryan W. Franzese, Matthew R. Reese, Joseph W. Tucker, John M. Humphrey, Sarah M. Etuk, Sabrina C. Kwan, Christopher W. am Ende* and Nicholas D. Ball*

*Pfizer Worldwide Research and Development, Groton, Connecticut 06340; Department of Chemistry, Pomona College, Claremont, California 91711, United States, Email: christopher.amEndepfizer.com, nicholas.ballpomona.edu

P. Mukherjee , C. P. Woroch, L. Cleary, M. Rusznak, R. W. Franzese, M. R. Reese, J. W. Tucker, J. M. Humphrey, S. M. Etuk, S. C. Kwan, C. W. am Ende, N. D. Ball, Org. Lett., 2018, 20, 3943-3947.

DOI: 10.1021/acs.orglett.8b01520 (free Supporting Information)


Abstract

Calcium triflimide [Ca(NTf2)2] as a Lewis acid activates a wide array of sterically and electronically diverse sulfonyl fluorides toward nucleophilic addition with amines to provide the corresponding sulfonamides in good yield.


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Key Words

sulfonamides


ID: J54-Y2018