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Trifluoroacetic acid catalyzed dibenzodiazocine synthesis: optimization and mechanism study
Authors:Na ZhaoLi Qiu  Xiao WangJianzhong Li  Yi JiangXiaobo Wan
Affiliation:Qingdao Institute of Bioenergy & Bioprocess Technology, Chinese Academy of Sciences, 189 Songling Road, Qingdao, Shandong Province 266101, China
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.
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