末端炔的二碘三氟甲氧基化。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-07-18 DOI:10.1021/acs.joc.5c01052

Muhammad Bilal Altaf, Mingxin Zhao, Lu Guo, Yu-Xin Luan* and Pingping Tang*,

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引用次数: 0

摘要

鉴于三氟甲氧基（OCF3）基团的独特性质和烯烃的广泛用途，合成三氟甲氧基化烯烃，特别是含卤素取代基的烯烃具有重要意义。虽然氯/溴三氟甲氧基化烯烃已经建立，但碘变体仍然不发达（单个例子，收率为18%）。本文提出了末端炔的二碘三氟甲氧基化反应，以61-92%的收率生成1,1-二碘-2-(OCF3)-烯烃。该方法具有广泛的底物范围和可扩展性，并能够实现生物活性分子的后期功能化。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Diiodotrifluoromethoxylation of Terminal Alkynes

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Diiodotrifluoromethoxylation of Terminal Alkynes

Given the unique properties of the trifluoromethoxy (OCF₃) group and the broad utility of alkenes, synthesis of trifluoromethoxylated alkenes, particularly those incorporating halogen substituents, is of significant importance. While chloro-/bromo-trifluoromethoxylated alkenes are established, iodo variants remain underdeveloped (single example, 18% yield). We herein present diiodotrifluoromethoxylation of terminal alkynes, delivering 1,1-diiodo-2-(OCF₃)-alkenes in 61–92% yields. This method features a broad substrate scope and scalability and enables late-stage functionalization of bioactive molecules.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.