Copper-Mediated Decarboxylative Trifluoromethylselenolation of Alkynyl Carboxylic Acids with [Me4N][SeCF3]

IF 2.5 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2024-10-30 DOI:10.1002/ejoc.202400851

Xue Ding, Yu-Fei Yao, Jiang-Yu Li, Cheng-Pan Zhang

引用次数: 0

Abstract

The first decarboxylative trifluoromethylselenolation of alkynyl carboxylic acids with the nucleophilic [Me₄N][SeCF₃] salt was successfully accomplished by copper catalysis using air as an oxidant, furnishing the corresponding alkynyl trifluoromethyl selenoethers in good yields. Mechanistic studies revealed that the copper catalyst plays a key role in the oxidation of [Me₄N][SeCF₃] and the decarboxylation of alkynyl carboxylic acid for the subsequent trifluoromethylselenolation.

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铜介导的炔基羧酸与[Me4N][SeCF3]的三氟甲基硒化脱羧反应

以空气为氧化剂，通过铜催化首次成功实现了炔基羧酸与亲核[Me4N][SeCF3]盐的脱羧三氟甲基硒化反应，并以良好的产率获得了相应的炔基三氟甲基硒化物。机理研究表明，铜催化剂在[Me4N][SeCF3]的氧化和炔基羧酸的脱羧反应中起着关键作用，从而促进了随后的三氟甲基硒化反应。

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.