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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:150
|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.
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页码:452 / 455
页数:4
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