Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions  

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作  者:Jing Fang Ting Li Xiang Ma Jiuchang Sun Lei Cai Qi Chen Zhiwen Liao Lingkui Meng Jing Zeng Qian Wan 

机构地区:[1]Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation,School of Pharmacy,Huazhong University of Science and Technology,Wuhan 430030,China

出  处:《Chinese Chemical Letters》2022年第1期288-292,共5页中国化学快报(英文版)

基  金:Financial support from National Natural Science Foundation of China(Nos.21877043,21702068,21772050,22025102);the Fundamental Research Funds for the Central Universities,HUST(Nos.2019kfyXKJC080,2019JYCXJJ046);Huazhong University of Science and Technology are greatly appreciated。

摘  要:A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described.The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond.Under acidic conditions,sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations.While under alkaline conditions,cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently.The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

关 键 词:Sulfonium ylide ALKYLATION ARYLATION Non-ylidic C-S bond cleavage 

分 类 号:O621.25[理学—有机化学]

 

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