Chemoselective N‑Acylation of Amines with Acylsilanes under Aqueous Acidic Conditions

Chemoselective N‑Acylation of Amines with Acylsilanes under Aqueous Acidic Conditions

We report a facile method for forming amide bonds between acylsilanes and a wide range of amines in the presence of a mild chlorinating agent under aqueous acidic conditions. The reaction is highly chemoselective, as exemplified by the late-stage modification of a panel of approved drugs and natural...

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Veröffentlicht in:Organic letters 2023-08, Vol.25 (31), p.5740-5744
Hauptverfasser: Tian, Jing, Li, Wei, Deng, Xingwang, Lakshminarayanan, Rajamani, Srinivasan, Rajavel
Format: Artikel
Sprache:eng
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Zusammenfassung:We report a facile method for forming amide bonds between acylsilanes and a wide range of amines in the presence of a mild chlorinating agent under aqueous acidic conditions. The reaction is highly chemoselective, as exemplified by the late-stage modification of a panel of approved drugs and natural products containing reactive functionalities.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c01911