Isolable Pyridinium Trifluoromethoxide Salt for Nucleophilic Trifluoromethoxylation

Geraldo Duran-Camacho; Devin M Ferguson; Jeff W Kampf; Douglas C Bland; Melanie S Sanford

doi:10.1021/acs.orglett.1c01664

Isolable Pyridinium Trifluoromethoxide Salt for Nucleophilic Trifluoromethoxylation

Org Lett. 2021 Jul 2;23(13):5138-5142. doi: 10.1021/acs.orglett.1c01664. Epub 2021 Jun 17.

Authors

Geraldo Duran-Camacho¹, Devin M Ferguson¹, Jeff W Kampf¹, Douglas C Bland², Melanie S Sanford¹

Affiliations

¹ Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109, United States.
² Product & Process Technology R&D, Corteva Agriscience, 9330 Zionsville Road, Indianapolis, Indiana 46268, United States.

PMID: 34139121
DOI: 10.1021/acs.orglett.1c01664

Abstract

An isolable pyridinium trifluoromethoxide salt is prepared from the reaction of 4-dimethylaminopyridine with the commercially available liquid 2,4-dinitro(trifluoromethoxy)benzene. The salt is an effective trifluoromethoxide source for S_N2 reactions to form trifluoromethyl ethers.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.