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Solvent-controlled amidation of acid chlorides at room temperature: new route to access aromatic primary amides and imides amenable for late-stage functionalization† † Electronic supplementary information (ESI) available. See DOI: https://doi.org/10.1039/d3ra00403a

ABSTRACT: Herein, we report a solvent-controlled highly selective amidation and imidation of aroyl chlorides using an alkali-metal silyl-amide reagent (LiHMDS), which serves as a nitrogen source at room temperature. A unique feature of this method lies in the sequential silyl amidation of aryol chlorides and nitrogen–silicon bond cleavage of the corresponding N,N-bis(trimethylsilyl)benzamide in a one-pot method in a very short reaction time. This effective strategy was extended to late-stage functionalization. Herein, we report a solvent-controlled highly selective amidation and imidation of aroyl chlorides using an alkali-metal silyl-amide reagent (LiHMDS), which serves as a nitrogen source at room temperature.

SUBMITTER: Sivaraj C

PROVIDER: S-EPMC10028618 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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