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

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journal contribution
posted on 2019-03-07, 15:09 authored by Shuai Wang, Shuai Xu, Cheng Yang, Hanli Sun, Jianbo Wang
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.