Recent progress in direct dithiocarbamation reactions involving simple electrophiles: Strategies, mechanisms and future prospects

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-05-28 DOI:10.1016/j.tetlet.2025.155680

Nitin Kumar , Shweta Singh

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Abstract

Dithiocarbamates (DTCs) are identified as a type of chemical entities marked by the presence of the dithiocarbamate functional group (amine-1-carbodithioic acid -amides originating from dithiocarbamic acid), where a carbon atom is linked covalently to two sulfur atoms and a nitrogen atom. These compounds constitute a versatile organo‑sulfur system, which has been the subject of extensive research over the past two decades, particularly regarding their synthetic and pharmacological applications. The properties associated with DTCs, their derivatives, and the related metal complexes encompass antitumor, antiviral, anti-HIV, antibacterial, antitubercular, antifungal, antimicrobial, and antioxidant features.

This review article presents a detailed analysis of recent progress in direct dithiocarbamation reactions, classifying them based on various sources of the –S–C(S)NR₂ group. It highlights the substrate scope and reaction mechanisms while also addressing certain synthetic limitations and practical applications. Aimed at both general readers and experts, this review seeks to provide up-to-date insights into the field, fostering new ideas for organosulfur compound synthesis.

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涉及简单亲电试剂的直接二硫代氨基甲酸反应的最新进展：策略、机制和未来展望

二硫代氨基甲酸酯（dtc）被认为是一类以二硫代氨基甲酸官能团（氨基-1-碳二硫代酸-源自二硫代氨基甲酸的酰胺）存在为标志的化学实体，其中一个碳原子与两个硫原子和一个氮原子共价连接。这些化合物构成了一个多用途的有机硫系统，在过去的二十年中，它一直是广泛研究的主题，特别是关于它们的合成和药理应用。与dtc及其衍生物和相关金属配合物相关的特性包括抗肿瘤、抗病毒、抗hiv、抗菌、抗结核、抗真菌、抗菌和抗氧化特性。本文根据-S-C (S)NR2基团来源的不同，对直接二硫代氨基化反应的最新进展进行了详细分析。它强调了底物范围和反应机制，同时也解决了某些合成限制和实际应用。针对一般读者和专家，这篇综述旨在提供最新的见解到该领域，培养有机硫化合物合成的新思路。

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 Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.