Palladium-Catalyzed Controllable Reductive/Oxidative Heck Coupling between Cyclic Enones and Thiophenes via C-H Activation

被引:14
作者
Wen, Zhen-Kang [1 ]
Zhao, Ze-Kai [1 ]
Wang, Ning-Jing [1 ]
Chen, Zi-Ling [1 ]
Chao, Jian-Bin [2 ]
Feng, Li-Heng [1 ]
机构
[1] Shanxi Univ, Sch Chem & Chem Engn, Taiyuan 030006, Shanxi, Peoples R China
[2] Shanxi Univ, Sci Instrument Ctr, Taiyuan 030006, Shanxi, Peoples R China
基金
中国国家自然科学基金;
关键词
ASYMMETRIC CONJUGATE ADDITION; OXIDATIVE HECK; ARYLBORONIC ACIDS; ENANTIOSELECTIVE SYNTHESIS; BOND ACTIVATION; ARENES; FUNCTIONALIZATION; ALKENYLATION; OLEFINATION; HYDROARYLATION;
D O I
10.1021/acs.orglett.9b03721
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a straightforward, environmentally friendly, and controllable palladium/ligand catalytic system to enable reductive/oxidative Heck reactions of cyclic enones with thiophene or furan derivatives via C-H activation. The key to this tunable reaction is the appropriate intercepting thienyl-Pd(II)-enolate during the enolization process. Such a controllable and economic protocol would not only provide efficient methods to construct various value-added beta-heteroarylated cyclic ketones/enones but also shed light on developing other conjugate addition reactions via C-H activation.
引用
收藏
页码:9545 / 9549
页数:5
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