1376971-00-4Relevant academic research and scientific papers
Azepine synthesis from alkyl azide and propargylic ester via gold catalysis
Liu, Heng,Li, Xin,Chen, Zili,Hu, Wen-Xiang
experimental part, p. 5184 - 5190 (2012/07/28)
An efficient new method was developed to synthesize multisubstituted 4, 5-dihydro-1H-azepine derivatives through the gold-catalyzed reaction of two molecules of propargylic esters with one molecule of alkyl azide. It was proposed that vinyl gold carbenoid, in situ generated from propargylic ester through gold-catalyzed 1, 2-rearrangement, was trapped by alkyl azide to give vinyl imine intermediate. These, in turn, could undergo a formal [4 + 3] cycloaddition with another molecule of vinyl gold carbenoid to afford the desired azepine product.
