One-Pot Process to Carborano-Coumarin via Catalytic Cascade Dehydrogenative Cross-Coupling  

作　　者：Yik Ki Au Hairong Lyu Yangjian Quan Zuowei Xie 

机构地区：[1]Deportment of Chemistry and State Key Laboratory of Synthetic Chemistry,The Chinese University of Hong Kong,Shatin,N.T.,Hong Kong,China

出　　处：《Chinese Journal of Chemistry》2020年第4期383-388,共6页中国化学（英文版）

基　　金：This work was supported by grants from the Research Grants Council of The Hong Kong Special Administration Region(Nos.14305017,14305018 and 14305918)and Direct Grant from Fac-ulty of Science,CUHK.

摘　　要：Summary of main observation and conclusion Ir-catalyzed cascade dehydrogenative CH/BH and BH/OH cross-coupling of carboranyl carboxylic acid with readily available benzolc acid has been achieved,leading to the facile synthesis of previously unavailable carborano-coumarin in a simple one-pot process.Two cage B-H,one aryl C--H and one 0-H bonds are activated to construct eficiently new B-C and B-0 bonds.The cascade cyclization can stop at the first B-H/C-H cross-coupling step by tuning the reaction conditions,resulting in a series of a-carboranyl benzoic acid and aryl carborane derivatives.Control experiments indicate that B-H/C-H dehydrocoupling proceeds preferentially over B-H/O-H dehydrocoupling,and both directing groups and oxidants are crucial for this reaction.An iridium(V)intermediate is proposed to be involved in the catalytic cycle.

关 键 词：reaction. process. COUPLING 

分 类 号：O62[理学—有机化学]