Palladium-Catalyzed Distal C-H Selenylation of 2-Aryl Acetamides with Diselenides and Selenyl Chlorides

被引:19
作者
He, Meicui [1 ]
Gu, Linghui [1 ]
Tan, Yuqiang [1 ]
Wang, Yang [1 ]
Wang, Yuchi [1 ]
Zhang, Chunran [1 ]
Ma, Wenbo [1 ]
机构
[1] Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610052, Peoples R China
关键词
Palladium catalyst; C-H selenylation; Removable directing group; 2-Aryl acetamides; Single-electron transfer; UNACTIVATED C(SP(3))-H BONDS; DIRECT THIOLATION; DIRECT SELENATION; CHALCOGENATION; ARENES; FUNCTIONALIZATION; SULFENYLATION; DERIVATIVES; DISULFIDES; DRUGS;
D O I
10.1002/adsc.202000948
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A convenient and effective method of palladium-catalyzed C-H selenylation of the 2-aryl acetamides assisted with removable 8-aminoquinoline with readily available diselenides and selenyl chlorides has been developed. This selenylation reaction is scalable and tolerates a wide range of functional groups, providing a straightforward way of the preparing unsymmetrical diaryl selenides and dibenzoselene-pinone. Preliminary mechanistic studies indicated that a single-electron transfer type mechanism and facile C-H metalation are operative.
引用
收藏
页码:5708 / 5715
页数:8
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