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Synthesis 2022; 54(17): 3719-3728
DOI: 10.1055/a-1811-8503
DOI: 10.1055/a-1811-8503
feature
1,1-Difunctionalization of α‑Carbonyl Sulfur Ylides with Thiosulfonates: Synthesis of β-Keto Thiosulfones
We thank the National Natural Science Foundation of China (No. 21372034), Science and Technology Department of Sichuan Province (2021ZYD0055), Chengdu Science and Technology Bureau (No. 2019-YF05-02395-SN), and the State Key Laboratory of Geohazard Prevention and Geoenvironment Protection (No. SKLGP2020Z003) for their financial support.
Abstract
1,1-Difunctionalization of α‑carbonyl sulfur ylides and thiosulfonates under simple conditions is disclosed. In this protocol, two new C–S bonds are constructed in a one-step reaction. A series of aliphatic and aromatic β-keto thiosulfones were obtained in moderate to good yields. This reaction probably proceeds through sulfur ylide-involved nucleophilic substitution of an ion pair within a solvent cage.
Key words
1,1-difunctionalization - sulfur ylides - thiosulfonates - β-keto thiosulfones - organosulfur chemistrySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1811-8503.
- Supporting Information
Publication History
Received: 11 February 2022
Accepted after revision: 30 March 2022
Accepted Manuscript online:
30 March 2022
Article published online:
10 May 2022
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