An Oxidant- and Catalyst-Free Synthesis of Dibenzo[a,c]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1H-indoles
作者:Zunting Zhang、Yang Kang、Rong Hou、Xiaoyan Min、Tao Wang、Yong Liang
DOI:10.1055/a-1677-4881
日期:2022.3
An efficient methodology for the synthesis of dibenzo[a,c]carbazoles via annulation of 2,3-diphenyl-1H-indoles in EtOH under UV light irradiation (λ = 365 nm) along with hydrogen evolution is described. This method exhibits the advantages of mild reaction conditions, no requirement of any oxidants and catalysts, and release of hydrogen as the only byproduct. Notably, the mechanism investigation confirms
描述了在紫外线照射 (λ = 365 nm) 下通过在乙醇中环化 2,3-二苯基-1H-吲哚以及析氢来合成二苯并 [a, c] 咔唑的有效方法。该方法具有反应条件温和、不需要任何氧化剂和催化剂、释放的唯一副产物氢气的优点。值得注意的是,机理研究证实了反式-4b,8a-二氢-9H-二苯并[a,c]咔唑中间体可以转化为顺式-4b,8a-二氢-9H-二苯并[a,c]咔唑,其依赖于吲哚环的氮原子。随后进行分子内脱氢,产生二苯并[a,c]咔唑。