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Updated: Aug 24, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
SESMic: A Reagent for the Synthesis of 5-Membered Heteroaryl Masked Sulfinates
Yumeng Chi1, Geoffrey H Chan1, Matthew J Moschitto1
1Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, the State University of New Jersey, 163 Frelinghuysen Road, Piscataway, New Jersey08901-8554, United States.
Abstract:
Sulfur(VI) functionalities are found in numerous value-added products; however, methods for the synthesis of heterocyclic sulfonyl fluorides are limited. 4-Substituted sulfonyl fluoride azoles could be useful synthons in drug discovery and biochemical applications due to their enhanced stability derived from their electron-rich nature. In this study, we develop an isocyanide reagent, SESMic, that contains a sulfinate protecting group allowing for synthesis of a variety of heterocycles followed by sulfinate unmasking and further functionalization. SESMic specifically allows access to 4-substituted sulfonyl fluorides, which were shown to be more stable than their aryl congeners.
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