Ruthenium-Catalyzed C-H Selenylations of Benzamides

被引:37
|
作者
Ma, Wenbo [1 ]
Weng, Zhengyun [1 ]
Fang, Xinyue [1 ]
Gu, Linghui [1 ]
Song, Yupin [2 ]
Ackermann, Lutz [3 ]
机构
[1] Chengdu Univ, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610052, Sichuan, Peoples R China
[2] Shijiazhuang Univ, Coll Engn, Shijiazhuang, Hebei, Peoples R China
[3] Georg August Univ, Inst Organ & Biomol Chem, Gottingen, Germany
基金
中国国家自然科学基金;
关键词
Ruthenium catalyst; C-H activation; Selenylation; Benzamide; Late-stage derivatization; TRANSITION-METAL-FREE; DIRECT THIOLATION; BOND FUNCTIONALIZATION; DIRECT SULFENYLATION; DIRECTED SULFENYLATION; ANTIOXIDANT PROPERTIES; DIRECT SELENATION; C(SP(3))-H BONDS; ARYL; CHALCOGENATION;
D O I
10.1002/ejoc.201801532
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convenient and effective protocol for the ruthenium-catalyzed C-H selenylations of benzamide was achieved under mild reaction conditions. The robust ruthenium catalyst tolerated a wide range of functional groups and set the stage for the preparation for diversely decorated benzamides. The amide directing group could be transferred to carboxylic acid, aldehyde and tetrazoles. Preliminary mechanistic study indicated a base-assisted electrophilic-type substitution C-H activation event.
引用
收藏
页码:41 / 45
页数:5
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