Oxytrifluoromethylselenylation of olefins with N–SeCF3 saccharin as trifluoromethylselenylated reagent

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-02-01 DOI:10.1016/j.tet.2024.134419

Ke-Yi Xie , Yi-Nuo Zhu , Ming-Hui Shi, Ze-Dong Wang, Cong-Cong Zhang, Zhen-Tao Wang

引用次数: 0

Abstract

This work presents a new approach for the oxytrifluoromethylselenolation of olefins using N–SeCF₃ saccharin as an electrophilic trifluoromethylselenolation reagent, alcohols as nucleophiles, and dichloromethane as the solvent. The approach employed in mild reaction conditions, free of transition metals and other additives, and showed excellent application to various substrates as well as compatibility with functional groups. A proposed mechanism was investigated by control experiments.

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本研究提出了一种以 N-SeCF3 糖精为亲电三氟甲基硒化试剂、醇为亲核剂、二氯甲烷为溶剂进行烯烃氧三氟甲基硒化反应的新方法。该方法采用温和的反应条件，不含过渡金属和其他添加剂，对各种基质都有很好的适用性，并且与官能团兼容。通过对照实验研究了所提出的机理。

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

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.