Silver-catalyzed regioselective coupling of carbon dioxide, amines and aryloxyallenes leading to O-allyl carbamates

Abstract

A silver-catalyzed regioselective three-component coupling reaction of carbon dioxide, amines and aryloxyallenes using triazabicyclo[4.4.0]dec-5-ene (TBD) as a base and ligand has been developed for the first time. The reaction provides a facile and efficient methodology for the synthesis of a wide range of new acetal-type O-allyl carbamates in moderate to excellent yields. NMR studies revealed that the cooperation of silver salt and TBD might be the key for the success of the transformation. The attractive features of this method include the mild reaction conditions, excellent regioselectivity, broad functional group tolerance, and simple procedure.