Visible-light-induced electron donor–acceptor (EDA) complex-initiated synthesis of non-anomeric S-aryl glycosides

Literature Information

Publication Date 2023-11-07
DOI 10.1039/D3QO01495A
Impact Factor 5.281
Authors

Jin-Yu Hou, Le Zhang, Shi-Yun He, Mei-Ling Ye, Jian Chen, Tian-Le Huang, Guang-Hui Lv, Li Hai, Zhong-Zhen Yang, Yong Wu


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Abstract

A visible-light-induced protocol for the preparation of S-aryl thioglycosides has been reported. This metal- and photocatalyst-free protocol is based on electron donor–acceptor (EDA) complexes formed between glycosyl N-hydroxyphthalimide esters and thiophenol. This method avoids the use of high temperature, transition metals and photocatalysts, providing an environmentally friendly, simple and efficient protocol. This process gives access to a series of S-aryl thioglycosides in moderate to excellent yields with good control of the anomeric configuration.

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Source Journal

Organic Chemistry Frontiers

Organic Chemistry Frontiers
CiteScore: 7.8
Self-citation Rate: 8.7%
Articles per Year: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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