Chen Zhen, Fan Shuang-Qing, Zheng Yan, Ma Jun-An
Department of Chemistry, Tianjin University, and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. China.
Chem Commun (Camb). 2015 Nov 28;51(92):16545-8. doi: 10.1039/c5cc07324c.
A silver-catalyzed regioselective [3+2] cycloaddition reaction of arenediazonium salts with 2,2,2-trifluorodiazoethane (CF3CHN2) is reported. Under mild conditions, a series of 2-aryl substituted 5-trifluoromethyltetrazoles were obtained in moderate to excellent yields with wide functional group compatibility. Furthermore, this cycloaddition reaction could also be performed in a one-pot diazotization/cycloaddition sequence from commercially available aniline derivatives.
报道了一种银催化的芳基重氮盐与2,2,2-三氟重氮乙烷(CF3CHN2)的区域选择性[3+2]环加成反应。在温和条件下,以中等至优异的产率得到了一系列2-芳基取代的5-三氟甲基四唑,官能团兼容性良好。此外,该环加成反应也可以从市售苯胺衍生物通过一锅法重氮化/环加成顺序进行。