Ag-catalyzed acylation of N-heterocycles in aqueous solution

A silver-catalyzed Minisci-type acylation reaction is reported here. Acylation of electron-deficient N-heterocycles is achieved in aqueous solution through dehydrogenation cross-coupling of aldehydes and N-heteroarenes in open air without external Brønsted acid. Selectfluor® is used as a mild oxidan...

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Bibliographic Details
Published in:Tetrahedron 2023-07, Vol.141, p.133518, Article 133518
Main Authors: Song, Yingyue, Yu, Zehui, Wang, Wengui, Wang, Shoufeng
Format: Article
Language:English
Subjects:
Acylation
Ag-catalyzed
Heteroarenes
Radical
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Summary:A silver-catalyzed Minisci-type acylation reaction is reported here. Acylation of electron-deficient N-heterocycles is achieved in aqueous solution through dehydrogenation cross-coupling of aldehydes and N-heteroarenes in open air without external Brønsted acid. Selectfluor® is used as a mild oxidant. This method has been successfully employed in acylation of a variety of N-heteroarenes with aldehydes. This strategy provides an efficient and mild method for acylation of N-heteroarenes. Ag-catalyzed acylation of N-heterocycles in aqueous solution was reported. The reaction was compatible with various atoms and groups, using aldehydes as the source of the acyl radical precursors. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2023.133518