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Synthesis 2022; 54(23): 5291-5299
DOI: 10.1055/s-0041-1738424
DOI: 10.1055/s-0041-1738424
paper
Sn(OTf)2-Catalyzed Allylic Substitution of Thiols to Allyl Alcohols: Access to Allyl Sulfides
We are grateful for the financial support of the 2019 Jiangsu Shuang Chuang Doctoral Grants, and Nanjing Agricultural University Research Start-up Funding.
Abstract
A novel method for the mild and efficient synthesis of allyl sulfides has been developed with allyl alcohols and thiols as substrates. The desired allyl sulfide was obtained using a catalytic amount of Sn(OTf)2 in dichloromethane at room temperature after a reaction time of 12 hours. A diverse range of allyl sulfides have been obtained with good to excellent yields, including both linear and cyclic derivatives (27 products). Additionally, gram-scale reactions can be easily carried out with only 1 mol% catalyst, giving over 90% yields, which further proves the efficiency of our approach in synthesis. This methodology has both deep research significance and application value, providing a new pathway to access sulfide compounds. We strongly believe our method would be attractive to synthetic chemists and would be widely used in synthetic chemistry.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0041-1738424.
- Supporting Information
Publikationsverlauf
Eingereicht: 13. Juni 2022
Angenommen nach Revision: 08. Juli 2022
Artikel online veröffentlicht:
11. August 2022
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