Litcius/Paper detail

Clickable Transformation of Nitriles (RCN) to Oxazolyl Sulfonyl Fluoride Warheads

Wan‐Yin Fang, Shi‐Meng Wang, Zai-Wei Zhang, Hua‐Li Qin

2020Organic Letters43 citationsDOI

Abstract

The protocol for simple, efficient, and mild synthesis of oxazolyl sulfonyl fluorides was developed through Rh2(OAc)4-catalyzed annulation of methyl-2-diazo-2-(fluorosulfonyl)acetate (MDF) or its ethyl ester derivative with nitriles. This practical method provides a general and direct route to a unique class of highly functionalized oxazolyl-decorated sulfonyl fluoride warheads with great potential in medicinal chemistry, chemical biology, and drug discovery.

Topics & Concepts

SulfonylChemistryAnnulationDiazoFluorideCombinatorial chemistryDerivative (finance)Organic chemistryCatalysisFinancial economicsEconomicsInorganic chemistryAlkylCyclopropane Reaction MechanismsClick Chemistry and ApplicationsSynthesis and Catalytic Reactions