Multicomponent reactions to access <i>S</i>-aryl dithiocarbamates <i>via</i> an electron donor–acceptor complex under open-to-air conditions

Tang, Yisong; Cai, Yougen; Xie, Zhiwei; Gao, Zishan; Chen, Xiaoyun; Yi, Jun

doi:10.1039/d3ob01935g

Org. Biomol. Chem.

2024

DOI: 10.1039/d3ob01935g

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Multicomponent reactions to access S-aryl dithiocarbamates via an electron donor–acceptor complex under open-to-air conditions

Yisong Tang,

Yougen Cai,

Zhiwei Xie

et al.

Abstract: A simple and efficient transition-metal/photocatalyst-free one-pot three-component reaction between thianthrenium salts, carbon disulfide and amines by visible light introduced under air atmosphere for preparation of biologically relevant S-aryl dithiocarbamate is...

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Cited by 2 publications

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Emerging Trends for the Direct Synthesis of Dithiocarbamates

He,

Zhou,

Liu

2024

Adv Synth Catal

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Dithiocarbamates are common structural motifs in various bioactive compounds, attracting considerable attention due to their wide‐ranging applications in organic synthesis, material science, agrochemicals, and the pharmaceutical industry. Given the significant bioactivity and extensive applications of dithiocarbamates, the continuous pursuit of their efficient and diverse synthetic methods remains critical and urgent. Direct dithiocarbamation reactions can introduce ‐S‐C(S)NR2 group directly into parent molecules, providing shorter, greener, and more practical pathways for the synthesis of organodithiocarbamates. This article offers a comprehensive overview of the latest advancements in direct dithiocarbamation reactions, categorizing them based on the different sources of the ‐S‐C(S)NR2 group, with a particular emphasis on elucidating substrate scope and reaction mechanisms. Additionally, some synthetic limitations and applications of these methods are discussed. This review aims to provide the latest advancements in this field to both general readers and professional practitioners, inspiring innovative ideas for the synthesis of organosulfur compounds.

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Emerging Trends for the Direct Synthesis of Dithiocarbamates

He,

Zhou,

Liu

2024

Adv Synth Catal

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Visible Light‐Driven Metal‐ and Photocatalyst‐Free Synthesis of β‐Trifluoromethylated Enamines via Trifluoromethyl Thianthrenium Salts

Jiang,

Tang,

et al. 2024

Chemistry An Asian Journal

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A novel protocol for the visible‐light‐driven synthesis of β‐trifluoromethylated enamines has been developed, which operates without the use of transition metals or any photocatalysts, utilizing trifluoromethylthiosulfonium salts as the source of trifluoromethyl groups under mild conditions. According to this new protocol, more than 40 products have been prepared in moderate to good yields. In addition to eliminating the need for expensive or toxic transition metals and photocatalysts, this new methodology proves its potential scalability through air‐stability, the use of safe and readily available reagents, a two‐step one‐pot procedure, and effective gram‐scale reactions. This innovative approach not only demonstrates promise for green chemical synthesis but also offers a new pathway for the advancement of fluorine chemistry in sustainable organic synthesis.

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Multicomponent reactions to access S-aryl dithiocarbamates via an electron donor–acceptor complex under open-to-air conditions

Abstract: A simple and efficient transition-metal/photocatalyst-free one-pot three-component reaction between thianthrenium salts, carbon disulfide and amines by visible light introduced under air atmosphere for preparation of biologically relevant S-aryl dithiocarbamate is...

Cited by 2 publications

References 63 publications

Emerging Trends for the Direct Synthesis of Dithiocarbamates

Emerging Trends for the Direct Synthesis of Dithiocarbamates

Visible Light‐Driven Metal‐ and Photocatalyst‐Free Synthesis of β‐Trifluoromethylated Enamines via Trifluoromethyl Thianthrenium Salts

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