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Updated: May 30, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Silyl Triflate-Promoted Sulfonylations
Jacob C DeForest1, Karen R Winters1, Neal W Sach1
1Pfizer Oncology Medicinal Chemistry, San Diego, California 92121, United States.
Abstract:
Sulfonamides are prevalent functional groups represented in both natural and pharmaceutical products. The synthesis of sulfonamides is often straightforward when using nucleophilic amines and electrophilic sulfonyl chlorides. When reactivity challenges arise for nontraditional substrates, harsh conditions or new synthetic routes may be required. Here we report a method using silyl triflate additives to overcome reactivity limitations when electron deficient and sterically encumbered amines are used in conjunction with electron rich or bulky sulfonyl chlorides.
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