Au(Ⅰ)-Catalyzed Annulation of Benzofurazan N-oxides with Ynamides: From Predicting the Chemo-Selectivity to the Synthesis of 7-Nitroindole Derivatives  

作　　者：Changlei Zhu Luyao Kou Xiaoguang Bao 

机构地区：[1]College of Chemistry,Chemical Engineering and Materials Science,Soochow University,199 Ren-Ai Road,Suzhou Industrial Park,Suzhou,Jiangsu215123,China

出　　处：《Chinese Journal of Chemistry》2020年第1期57-62,共6页中国化学（英文版）

基　　金：We are grateful to the National Natural Science Foundation of China(21973068);the project of scientific and technologic infra-structure of Suzhou(SZS201708);the Priority Academic Pro-gram Development of Jiangsu Higher Education Institutions(PAPD)for financial support.The computational resources utilized in this research were provided by Shanghai Supercomputer Center.

摘　　要：Summaryof main observation and conclusion It could be proposed that gold(I)-catalyzed reactions of ynamides with benzofurazan N-oxidesmightproceed through eitherO-attack or N-attack to affordα-oxo orα-imino Au(I)-carbenoidintermediates.Computational studies were performed to predict that benzofurazan N-oxides are ready to undergo the chemoselective N-attack tothe Au(I)-activatedynamides to generate theα-imino Au(I)-carbenoid intermediate.Experimental studies were carried out to confirm the computational results and the 7-nitroindole derivatives were synthesized in a concise and efficient manner.The unfavored O-attack for benzofurazan N-oxides,which is in contrast to nitrones and pyridine/quinoline N-oxides,in the Au(I)-catalyzed reactions with ynamides is rationalized.

关 键 词：oxides CATALYZED INDOLE 

分 类 号：O64[理学—物理化学]