Investigation of Meyer–Schuster Rearrangement Promoted by a Samarium(III) Triflate/ N ‐Fluorobenzenesulfonimide Lewis Acid System | Zendy

Du Chuan | Zendy; Wang Xiaoyu | Zendy; Jin Shengfei | Zendy; Shi Hui | Zendy; Li Yangming | Zendy; Pang Yadong | Zendy; Liu Yang | Zendy; Cheng Maosheng | Zendy; Guo Chun | Zendy; Liu Yongxiang | Zendy

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Investigation of Meyer–Schuster Rearrangement Promoted by a Samarium(III) Triflate/ N ‐Fluorobenzenesulfonimide Lewis Acid System

Author(s) -

Du Chuan,

Wang Xiaoyu,

Jin Shengfei,

Shi Hui,

Li Yangming,

Pang Yadong,

Liu Yang,

Cheng Maosheng,

Guo Chun,

Liu Yongxiang

Publication year - 2016

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201600124

Subject(s) - chemistry , trifluoromethanesulfonate , lewis acids and bases , medicinal chemistry , samarium , organic chemistry , catalysis

The acceleration effect from the addition of N ‐fluorobenzenesulfonimide (NFSI) to a samarium(III) triflate catalyzed Meyer–Schuster rearrangement under microwave irradiation was studied. Reaction rate plots indicate that the Sm(OTf) 3 /NFSI system is especially suitable for unreactive substrates towards the Meyer–Schuster rearrangement. The mechanism was probed by a crossover experiment using 18 O‐labeled substrates.

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