Conversion of\nAcids to <i>S</i>‑Alkyl\nDithiocarbamates by Decarboxylative Sulfuration Using Visible-Light\nPhotocatalysis

<i>S</i>-Alkyl dithiocarbamates, as an important\nclass\nof sulfur-containing compounds, play pivotal roles in diverse fields,\nyet methods for the synthesis that start from simple, readily available\nfeedstocks and exhibit mild conditions and structurally diverse products\nare scarce. In this work, we developed an efficient approach for the\nsynthesis of various <i>S</i>-alkyl dithiocarbamates via\nvisible-light photocatalysis with readily available and structurally\ndiverse alkyl carboxylic acids (primary, secondary, and tertiary acids,\namino acids, etc.) and disulfide tetraalkylthiuram as the starting\nmaterials. This protocol features high efficiency, mild reaction conditions,\na broad substrate scope, and good functional group tolerance. Potential\napplications are further demonstrated by a sunlight experiment, H<sub>2</sub>O as a solvent, gram-scale synthesis, and facile synthesis\nof bioactive molecules.

Publication Details

Journal
Figshare
Published
2024-09-23
DOI
https://doi.org/10.1021/acs.orglett.4c03028.s001
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Conversion of\nAcids to S‑Alkyl\nDithiocarbamates by Decarboxylative Sulfuration Using Visible-Light\nPhotocatalysis

Figshare
Sulfur-Based Synthesis Techniques
article

Conversion of\nAcids to S‑Alkyl\nDithiocarbamates by Decarboxylative Sulfuration Using Visible-Light\nPhotocatalysis

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Abstract

<i>S</i>-Alkyl dithiocarbamates, as an important\nclass\nof sulfur-containing compounds, play pivotal roles in diverse fields,\nyet methods for the synthesis that start from simple, readily available\nfeedstocks and exhibit mild conditions and structurally diverse products\nare scarce. In this work, we developed an efficient approach for the\nsynthesis of various <i>S</i>-alkyl dithiocarbamates via\nvisible-light photocatalysis with readily available and structurally\ndiverse alkyl carboxylic acids (primary, secondary, and tertiary acids,\namino acids, etc.) and disulfide tetraalkylthiuram as the starting\nmaterials. This protocol features high efficiency, mild reaction conditions,\na broad substrate scope, and good functional group tolerance. Potential\napplications are further demonstrated by a sunlight experiment, H<sub>2</sub>O as a solvent, gram-scale synthesis, and facile synthesis\nof bioactive molecules.

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Sulfur-Based Synthesis Techniques
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