Palladium-catalyzed carboxylative cyclization of propargylic amines with aryl iodides, CO2 and CO under ambient pressure

Abstract

A palladium-catalyzed four-component carboxylative cyclization comprising propargylic amines, aryl iodides, CO₂ and CO was developed. By selecting Et₃N and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as the base, respectively, both terminal and internal propargylic amines proceeded well facilitated by Pd(PPh₃)₂Cl₂, affording the functionalized 2-oxazolones in moderate yields. This protocol enlarges the product diversity based on CO₂ conversion and simultaneously provides a cooperative transformation route for both CO₂ and CO.