Photocatalytic selective synthesis of (E)-β-aminovinyl sulfones and (E)-β-amidovinyl sulfones using Ru(bpy)3Cl2 as the catalyst

Selectively producing a variety of valuable compounds using controlled chemical reactions starting from a common material is an appealing yet complex concept. Herein, a photocatalytic approach for the selective synthesis of (E)-β-aminovinyl sulfones and (E)-β-amidovinyl sulfones from allenamides and...

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Bibliographic Details
Published in:RSC advances 2024-01, Vol.14 (1), p.700-706
Main Authors: Yu-Wen, Huang, Jia-Zhuo, Li, Yang, Feng, Xi-Yu, Zhang, Yan-Jing, Wang, Xin-Chao, Meng, Bo-Rong Leng, De-Cai, Wang, Yi-Long, Zhu
Format: Article
Language:English
Subjects:
Chemical compounds
Chemical reactions
Chemical synthesis
Chemistry
Deuterium
Functional groups
Substrates
Sulfones
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Summary:Selectively producing a variety of valuable compounds using controlled chemical reactions starting from a common material is an appealing yet complex concept. Herein, a photocatalytic approach for the selective synthesis of (E)-β-aminovinyl sulfones and (E)-β-amidovinyl sulfones from allenamides and sodium sulfinates was established. This reaction exhibits the traits of an eco-friendly solvent and adjustable amide cleavage, and can accommodate a diverse range of substrates with exceptional functional group tolerance. Based on control experiments and deuterium labeling experiments, a plausible radical reaction pathway is proposed.
ISSN:2046-2069
DOI:10.1039/d3ra08272e