Palladium-Catalyzed Decarboxylative Allylic Sulfonylation of Vinyloxazolidine-2,4-diones: Synthesis of γ-Sulfonyl-α,β-unsaturated Amides
A palladium-catalyzed decarboxylative allylic sulfonylation reaction of vinyloxazolidine-2,4-diones with inexpensive and readily available sodium sulfinates as sulfonylation reagents has been developed. Under the catalysis of Pd(PPh<sub>3</sub>)<sub>4</sub>, a wide range of γ-sulfonyl-α,β-unsaturated amides can be synthesized in good to excellent yields. The developed protocol is characterized by exclusive regioselectivity, mild reaction conditions, broad substrate scope, good functional group tolerance, and suitable for gram-scale synthesis.
Authors
- Ming‐Qiang Zhou
- Jian‐Qiang Zhao (ORCID: https://orcid.org/0000-0002-4444-9630)
- Xiaohui Fu (ORCID: https://orcid.org/0000-0002-7592-8597)
- Zhen‐Hua Wang (ORCID: https://orcid.org/0000-0002-0603-707X)
- Wei‐Cheng Yuan (ORCID: https://orcid.org/0000-0003-4850-8981)
- Lei Yang (ORCID: https://orcid.org/0000-0001-9172-0879)
- Yanping Zhang (ORCID: https://orcid.org/0000-0002-4190-7026)
- Yong You (ORCID: https://orcid.org/0000-0002-4689-0235)
Institutions
- Chinese Academy of Sciences (CN)
- Chengdu Organic Chemicals (China) (CN)
- Innovation Research Center (US)
- Chengdu University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-02-10
- DOI
- https://doi.org/10.1021/acs.joc.4c02743
- Citations
- 2
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 1.87