Conversion of Acids to <i>S</i>-Alkyl Dithiocarbamates by Decarboxylative Sulfuration Using Visible-Light Photocatalysis
<i>S</i>-Alkyl dithiocarbamates, as an important class of sulfur-containing compounds, play pivotal roles in diverse fields, yet methods for the synthesis that start from simple, readily available feedstocks and exhibit mild conditions and structurally diverse products are scarce. In this work, we developed an efficient approach for the synthesis of various <i>S</i>-alkyl dithiocarbamates via visible-light photocatalysis with readily available and structurally diverse alkyl carboxylic acids (primary, secondary, and tertiary acids, amino acids, etc.) and disulfide tetraalkylthiuram as the starting materials. This protocol features high efficiency, mild reaction conditions, a broad substrate scope, and good functional group tolerance. Potential applications are further demonstrated by a sunlight experiment, H<sub>2</sub>O as a solvent, gram-scale synthesis, and facile synthesis of bioactive molecules.
Authors
- Yu−Xi Wu
- Xing‐Xing Yang
- Zhi‐Bing Dong (ORCID: https://orcid.org/0000-0002-3354-8318)
- Zhipeng Guan
- Yaoyao Li (ORCID: https://orcid.org/0000-0003-2421-1200)
- Shiyi Zhao
- Zhong-Qi Yi
Institutions
- Henan Normal University (CN)
- Wuhan Institute of Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-09-23
- DOI
- https://doi.org/10.1021/acs.orglett.4c03028
- Citations
- 8
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 2.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Hubei Province