A convenient and efficient route for the synthesis of amidecrownophanes via 1:1 macrocyclization of di(acid chloride) with diamine derivatives

Abstract

Four amidecrownophanes 3a– d, including three new compounds 3a, 3c and 3d, were readily prepared through amidation of dicarbonyl dichloride with diamine derivatives without using high-dilution or template conditions and then the tandem Claisen rearrangement. At the macrocyclization step the intramolecular hydrogen bonding of the intermediate might play an important role to give high yields of 1:1 macrocycles.