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DBU-Mediated Carboxylative Coupling of Primary Amines,Carbon Dioxide and Propargyl Chlorides
Authors:Wen-Zhen Zhang  Xiang Ren  Xiao-Bing Lu
Institution:State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, Liaoning 116024, China
Abstract:A carboxylative coupling reaction of various primary amine and 3‐phenyl‐2‐propynyl or 2‐nonynyl chloride in the presence of 8‐diazabicyclo5.4.0]undec‐7‐ene (DBU) using carbon dioxide as carboxylative reagent was presented. This transition‐metal free reaction system shows broad substrate scope and gives a series of propargylcarbamates in moderate to good yield. The obtained N‐alkyl substituted carbamate product can undergo base‐catalyzed intramolecular cyclization reaction to afford functionalized 4‐methylene‐2‐oxazolidinone in good yield.
Keywords:carbon dioxide fixation  amines  propargylchlorides  carboxylative coupling  transition-metal free
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