SuFEx Activation with Ca(NTf2)2: A Unified Strategy to Access Sulfamides, Sulfamates, and Sulfonamides from S(VI) Fluorides.

Subham MahapatraCristian P WorochTodd W ButlerSabrina N CarneiroSabrina C KwanSamuel R KhasnavisJunha GuJason K DutraBeth C VetelinoJustin BellengerChristopher W Am Ende Nicholas D Ball

Published in: Organic letters (2020)

A method to activate sulfamoyl fluorides, fluorosulfates, and sulfonyl fluorides with calcium triflimide and DABCO for SuFEx with amines is described. The reaction was applied to a diverse set of sulfamides, sulfamates, and sulfonamides at room temperature under mild conditions. Additionally, we highlight this transformation to parallel medicinal chemistry to generate a broad array of nitrogen-based S(VI) compounds.

Keyphrases

room temperature
ionic liquid
solid phase extraction
high throughput
high resolution
high density
protein kinase
mass spectrometry