Cross-Coupling Hydrogen Evolution by Visible Light Photocatalysis Toward C(sp2)-P Formation: Metal-Free C-H Functionalization of Thiazole Derivatives with Diarylphosphine Oxides

被引:152
作者
Luo, Kai [1 ,2 ,3 ]
Chen, Yao-Zhong [1 ,2 ,3 ]
Yang, Wen-Chao [1 ,2 ]
Zhu, Jie [1 ,2 ]
Wu, Lei [1 ,2 ]
机构
[1] Nanjing Agr Univ, Coll Sci, Jiangsu Key Lab Pesticide Sci, Nanjing 210095, Jiangsu, Peoples R China
[2] Nanjing Agr Univ, Coll Sci, Dept Chem, Nanjing 210095, Jiangsu, Peoples R China
[3] Nanjing Agr Univ, Coll Plant Protect, Nanjing 210095, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
PALLADIUM-CATALYZED PHOSPHONATION; P BOND FORMATION; PHOTOREDOX CATALYSIS; STEREOSELECTIVE-SYNTHESIS; ROOM-TEMPERATURE; ARYL MESYLATES; ARYLATION; PHOSPHORYLATION; EFFICIENT; ACIDS;
D O I
10.1021/acs.orglett.5b03497
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Visible light along with 5 mol % eosin B catalyzed the first direct C-H phosphorylation of thiazole derivatives with diarylphosphine oxides by a photoredox process in the absence of an external oxidant. The scope of thiazoles and phosphine oxides was further investigated, as was functional group tolerance. The general and operational simplicity provides a novel metal and oxidant-free alternative for the formation of heteroaryl-P bonds, and only molecular hydrogen is generated as a byproduct.
引用
收藏
页码:452 / 455
页数:4
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