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Solvent-controlled amidation of acid chlorides at room temperature: new route to access aromatic primary amides and
Chandrasekaran Sivaraj1, Thirumanavelan Gandhi1
1Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology Vellore 632014 Tamil Nadu India velan.g@vit.ac.in.
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.
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