Access to Benzo[<i>a</i>]carbazoles and Indeno[1,2-<i>c</i>]quinolines by a Gold(I)-Catalyzed Tunable Domino Cyclization of Difunctional 1,2-Diphenylethynes
作者:Xiaoshi Peng、Lifeng Zhu、Yuqian Hou、Yadong Pang、Yangming Li、Jiayue Fu、Lu Yang、Bin Lin、Yongxiang Liu、Maosheng Cheng
DOI:10.1021/acs.orglett.7b01358
日期:2017.7.7
The cyclization order of the difunctional 1,2-diphenylethynes was precisely tuned under the catalysis of gold by changing the nitrogen substitution of the substrates, leading to the facile preparation of benzo[a]carbazole and indeno[1,2-c]quinoline derivatives. The mechanisms of these domino cyclizations were probed by control experiments, and an insight into the selectivity of the cyclization was
通过改变底物的氮取代,在金的催化下精确调节了双官能1,2-二苯乙炔的环化顺序,从而轻松制备了苯并[ a ]咔唑和茚并[1,2- c ]喹啉衍生物。通过控制实验探索了这些多米诺环化的机理,并通过密度泛函理论(DFT)计算获得了对环化选择性的深入了解。这项研究代表了访问苯并[ a ]咔唑和茚并[1,2- c ]喹啉的统一而通用的方法。