Chelation-assisted Rh(III)-catalyzed C2-selective oxidative C-H/C-H cross-coupling of indoles/pyrroles with heteroarenes

被引:113
作者
Qin, Xurong [1 ]
Liu, Hu [1 ]
Qin, Dekun [1 ]
Wu, Qian [1 ]
You, Jingsong [1 ]
Zhao, Dongbing [1 ]
Guo, Qiang [1 ]
Huang, Xiaolei [1 ]
Lan, Jingbo [1 ]
机构
[1] Sichuan Univ, Key Lab Green Chem & Technol, Minist Educ, Coll Chem,State Key Lab Biotherapy,West China Med, Chengdu 610064, Peoples R China
关键词
METALATION-DEPROTONATION MECHANISM; CATALYZED ORTHO-ARYLATION; BOND FORMATION; SIMPLE ARENES; UNACTIVATED ARENES; ACTIVATION; RHODIUM; ALKYNES; FUNCTIONALIZATION; DERIVATIVES;
D O I
10.1039/c3sc22241a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The chelation-assisted strategy has been endowed with some novel functions in the Rh(III)-catalyzed dehydrogenative coupling of indoles/pyrroles with heteroarenes. While the reaction conditions used are rather common, the strategy can close the homo-coupling pathway of each coupling partner, and dramatically extend substrate scope along with the exclusive indole or pyrrole C2-site selectivity. This is the first example describing that a catalytic system allows the oxidative C-H/C-H hetero-coupling not only between two electron-rich heteroarenes but also between electron-deficient and electron-rich heteroarenes, showing a further beneficial aspect of the Rh(III) catalysis.
引用
收藏
页码:1964 / 1969
页数:6
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