Interaction of Difluorocarbene with the Thiocyanate Anion: Access to a Silicon Reagent Bearing the Isothiocyanate Group

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-11-26 DOI:10.1021/acs.orglett.4c04038

Alexey L. Trifonov, Alexander D. Dilman

引用次数: 0

Abstract

The reaction between (bromodifluoromethyl)trimethylsilane (TMSCF₂Br) and potassium thiocyanate providing TMSCF₂NCS is described. The process involves the interaction of difluorocarbene with the nitrogen atom of the thiocyanate anion. The obtained silicon reagent served as a source of the fluorinated group and difluorocarbene in the reaction with N-alkyl imines, affording 2-(difluoromethylthio)-4-fluoroimidazoles.

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二氟碳与硫氰酸阴离子的相互作用：获得带有异硫氰酸酯基团的硅试剂

描述了（溴二氟甲基）三甲基硅烷（TMSCF2Br）与硫氰酸钾之间的反应，生成 TMSCF2NCS。该过程涉及二氟碳与硫氰酸阴离子氮原子的相互作用。得到的硅试剂在与 N-烷基亚胺反应时可作为氟化基团和二氟碳的来源，从而得到 2-（二氟甲基硫代）-4-氟咪唑。

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

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.