Sulfonamide synthesis via calcium triflimide activation of sulfonyl fluorides

Authors

Nicholas BallFollow
Paramita Mukherjee, Pfizer
Cristian P. Woroch, Pomona College
Leah Cleary, Pfizer
Mark Rusznak, Pomona College
Ryan W. Franzese, Pomona College
Matthew R. Reese, Pfizer
Joseph W. Tucker, Pfizer
John M. Humphrey, Pfizer
Sarah M. Etuk, Pomona College
Sabrina C. Kwan, Pomona College
Christopher W. Am Ende, Pomona College

Researcher ORCID Identifier

0000-0002-6816-1113

Document Type

Article

Department

Chemistry (Pomona)

Publication Date

6-11-2018

Keywords

calcium, calcium bistriflimide, SuFEx, sulfonyl fluorides, sulfonamides

Abstract

A method using calcium triflimide [Ca(NTf₂)₂] as a Lewis acid to activate sulfonyl fluorides toward nucleophilic addition with amines is described. The reaction converts a wide array of sterically and electronically diverse sulfonyl fluorides and amines into the corresponding sulfonamides in good yield.

Comments

0000-0002-6816-1113

Terms of Use & License Information

This work is licensed under a Creative Commons Attribution-Noncommercial 4.0 License

DOI

doi.org/10.1021/acs.orglett.8b01520

Recommended Citation

Ball, Nicholas; Mukherjee, Paramita; Woroch, Cristian P.; Cleary, Leah; Rusznak, Mark; Franzese, Ryan W.; Reese, Matthew R.; Tucker, Joseph W.; Humphrey, John M.; Etuk, Sarah M.; Kwan, Sabrina C.; and Am Ende, Christopher W., "Sulfonamide synthesis via calcium triflimide activation of sulfonyl fluorides" (2018). Pomona Faculty Publications and Research. 488.
https://scholarship.claremont.edu/pomona_fac_pub/488