Formal Carbene C-H Bond Insertion in the Cu(I)-Catalyzed Reaction of Bis(trimethylsilyl)diazomethane with Benzoxazoles and Oxazoles

被引:23
作者
Wang, Shuai [1 ,2 ]
Xu, Shuai [1 ,2 ]
Yang, Cheng [1 ,2 ]
Sun, Hanli [1 ,2 ]
Wang, Jianbo [1 ,2 ,3 ]
机构
[1] Peking Univ, Coll Chem, BNLMS, Minist Educ, Beijing 100871, Peoples R China
[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Coll Chem, Beijing 100871, Peoples R China
[3] Chinese Acad Sci, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
关键词
PETERSON OLEFINATIONS; N-TOSYLHYDRAZONES; METAL CARBENE; REAGENTS; DERIVATIVES; SI;
D O I
10.1021/acs.orglett.9b00391
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Cu(I)-catalyzed cross-coupling reaction of bis(trimethylsilyl)diazomethane and benzoxazoles/oxazoles is reported. A wide range of functional groups can be tolerated in this transformation. This reaction provides a new method to directly introduce a 1,1-bis(trimethylsilyl)methyl group into heteroaromatic C-H bonds. Subsequent transformations of 1,1-bis(trimethylsilyl)-methylated heteroaromatic compounds are also presented.
引用
收藏
页码:1809 / 1812
页数:4
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