Copper catalyzed/mediated direct B-H alkenylation/alkynylation in carboranes

被引:55
作者
Chen, Yu [1 ,2 ]
Au, Yik Ki [1 ,2 ]
Quan, Yangjian [1 ]
Xie, Zuowei [1 ]
机构
[1] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
[2] Chinese Univ Hong Kong, State Key Lab Synthet Chem, Shatin, Hong Kong, Peoples R China
关键词
4+2] annulation; alkynylation; B-H activation; base metal catalysis; carborane; METAL-PROMOTED REACTIONS; O-CARBORANES; COUPLING REACTIONS; BORON CLUSTERS; DRUG DISCOVERY; FUNCTIONALIZATION; BONDS; ACTIVATION; ALKENE; ANIONS;
D O I
10.1007/s11426-018-9388-3
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Base metal catalyzed regioselective cage B-H functionalization has been achieved. Under the assistance of a bidentate directing group, Cu-catalyzed [4+2] annulation of carboranyl amides with internal alkynes affords unprecedented C,B-substituted carborane-fused-pyridone derivatives, whereas the use of terminal alkynes leads to B-H/C(sp)-H dehydrocoupling products. The isolation and structural identification of a notably stable Cu(I) intermediate shed light on the reaction mechanism, which is proposed to involve a Cu(III) intermediate.
引用
收藏
页码:74 / 79
页数:6
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