Direct Vicinal Difunctionalization of Thiophenes Enabled by the Palladium/Norbornene Cooperative Catalysis

被引：41
|
作者：
Li, Renhe [1 ]
Zhou, Yun [1 ]
Xu, Xiaolong [1 ]
Dong, Guangbin [1 ]
机构：
[1] Univ Chicago, Dept Chem, 5735 S Ellis Ave, Chicago, IL 60637 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 48期
关键词：
C-H FUNCTIONALIZATION; UBIQUITOUS FUNCTIONALITY; ARYLBORONIC ACIDS; DIRECT ARYLATION; GENERAL-APPROACH; BOND ARYLATION; ARYL IODIDES; ALKYLATION; PD/NORBORNENE; ALKENYLATION;
D O I：
10.1021/jacs.9b10857
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein we report a direct vicinal difunctionalization of thiophenes via the palladium/norbornene (Pd/NBE) cooperative catalysis. A series of mono- and disubstituted thiophenes can be difunctionalized site-selectively and regioselectively at the C4 and CS positions in good yields, enabled by an arsine ligand and a unique amide-based NBE. The synthetic utility has been shown in derivatizations of complex bioactive compounds and an open-flask gram-scale preparation. Preliminary results have been obtained in the difunctionalization of furans and a direct C4-selective arylation of 2-substituted thiophenes.
引用
收藏
页码：18958 / 18963
页数：6
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