Conversion of methylthiomethyleniminium salts into thioesters, esters, and amides

IF 2 3区化学 Q3 CHEMISTRY, ORGANIC

Synthetic Communications Pub Date : 2026-09-17 Epub Date: 2026-09-29 DOI:10.1080/00397911.2026.2735360

Amogh R. Kulkarni (Methodology), Dileep Mylanayakanahosahally Chandrashekar (Data curation), Mahesha Kumaraswamy (Formal analysis), B Marappa (Funding acquisition), Kanchugarakoppal S. Rangappa (Supervision), Basappa Basappa (Supervision Writing – review & editing), Toreshettahally R. Swaroop (Conceptualization Supervision Writing – original draft)

引用次数: 0

Abstract

In this article, we report the unexpected formation of thioesters when methylthiomethyleniminium salts are treated with moist pyridine at room temperature (RT). While treatment of methylthiomethyleniminium salts with moist DMF at RT gave amides. Finally, they are refluxed in ethanol, esters are formed selectively in most of the cases and formation of a mixture of ester and amide is observed in few cases. The plausible mechanisms of formation of these unexpected products are also presented.

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甲基硫代甲基亚胺盐转化为硫酯、酯和酰胺

在这篇文章中，我们报道了甲基硫甲基亚胺盐在室温（RT）下用湿吡啶处理时意外形成的硫酯。而甲基硫代亚胺盐在室温下用湿DMF处理得到酰胺。最后，它们在乙醇中回流，在大多数情况下选择性地形成酯，在少数情况下观察到酯和酰胺的混合物的形成。还提出了这些意外产物形成的合理机制。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Synthetic Communications 化学-有机化学

CiteScore

4.40

自引率

4.80%

发文量

156

审稿时长

4.3 months

期刊介绍： Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.