Iron-Catalyzed Cross-Dehydrogenative Coupling of Oxindoles with Thiols/Selenols for Direct C(sp3)-S/Se Bond Formation

被引:32
|
作者
Huang, Lu-Shan [1 ,2 ]
Han, Dong-Yang [1 ,2 ]
Xu, Da-Zhen [1 ,2 ]
机构
[1] Nankai Univ, Coll Chem, Natl Engn Res Ctr Pesticide Tianjin, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Coll Chem, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
Iron; Cross-dehydrogenative coupling; Oxidation; Air; C-S bond formation; C-C BOND; ORGANOCATALYZED SULFENYLATION; 3,3-DISUBSTITUTED OXINDOLES; ASYMMETRIC SULFENYLATION; REGIOSELECTIVE SYNTHESIS; H BONDS; FUNCTIONALIZATION; ACTIVATION; ANTIFUNGAL; PHYTOALEXINS;
D O I
10.1002/adsc.201900400
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The C-X (S/Se) bonds are common and ubiquitous in natural products and pharmaceuticals. Here, we report an iron-catalyzed cross-dehydrogenative coupling (CDC) reaction for the direct synthesis of C(sp(3))-X (S/Se) bonds from oxindoles, phenylacetamides, pyrazolones, phenylacetonitriles and ethyl cyanoacetate with thiols and selenols. All the reactions were performed under simple and mild conditions, and air (molecular oxygen) was employed as an ideal green oxidant, thus promising broad application in chemical industry and modification of bioactive molecules.
引用
收藏
页码:4016 / 4021
页数:6
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