Tetrahedron

Trifluoroacetic acid catalyzed dibenzodiazocine synthesis: optimization and mechanism study

N Zhao, L Qiu, X Wang, J Li, Y Jiang, X Wan

Index: Zhao, Na; Qiu, Li; Wang, Xiao; Li, Jianzhong; Jiang, Yi; Wan, Xiaobo Tetrahedron, 2012 , vol. 68, # 47 p. 9665 - 9671,7

Full Text: HTML

Citation Number: 5

Abstract

Dibenzo [b, f][1, 5] diazocines, a class of potential building blocks for novel electrochemical actuators, were synthesized via a novel, efficient acid-catalyzed reaction of 2- acylbenzoisocyanate at room temperature. Real-time NMR analysis and the captured intermediate showed the mechanism was an unprecedented cyclization of the isocyanate with the neighboring acyl group, followed by the dimerization.