Transition Metal‐Free Cycloisomerization of Propargylic Amides to Oxazoles in Hexafluoroisopropanol (HFIP)
Nicholas Jankowski, Julian Dietrich, Norbert Krause
Abstract
Abstract A transition metal‐free method for the cycloisomerization of propargylic amides to oxazoles was developed. The reaction utilizes in situ generated hydrogen chloride in hexafluoroisopropanol (HFIP). With the aid of Design of Experiments optimization a wide range of substrates was transformed into the desired oxazoles. The method allows product formation without side reactions eliminating the need for extensive work‐up and purification. magnified image
Topics & Concepts
CycloisomerizationChemistryTransition metalCombinatorial chemistryMetalChlorideOrganic chemistryCatalysisChemical Synthesis and AnalysisCatalytic Alkyne ReactionsSynthetic Organic Chemistry Methods