Thiuram Disulfide Mediated Copper-Catalyzed C–S Cross-Coupling: Synthesis of S-Thiocarbamate Compounds

IF 1.7 4区 化学 Q3 CHEMISTRY, ORGANIC Synlett Pub Date : 2024-08-19 DOI:10.1055/a-2375-7696
Sourav Mondal, Debabrata Patra, Amit Saha
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Abstract

Thiuram disulfides undergo a Cu(I)-catalyzed C–S cross-coupling with aryl iodides through Cu(OAc)2·H2O-assisted desulfurization to produce the S-thiocarbamate ester compounds efficiently. Various aryl iodides containing diverse substituents underwent a smooth reaction with a series of cyclic and acyclic secondary amine-based thiuram disulfides under an open-air atmosphere. A probable mechanistic pathway has been suggested based on control experiments and reports from the literature.

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二硫化秋兰姆介导的铜催化 C-S 交叉偶联:S-Thiocarbamate 化合物的合成
通过 Cu(OAc)2-H2O 辅助脱硫,秋兰姆二硫化物在 Cu(I)催化下与芳基碘化物发生 C-S 交叉偶联反应,从而高效生成 S-硫代氨基甲酸酯化合物。在露天气氛下,含有不同取代基的各种芳基碘化物与一系列环状和非环状仲胺基秋兰二硫化物发生了顺利反应。根据对照实验和文献报道,提出了一种可能的机理途径。
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来源期刊
Synlett
Synlett 化学-有机化学
CiteScore
3.40
自引率
5.00%
发文量
369
审稿时长
1 months
期刊介绍: SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.
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