通过Truce-Smiles重排实现烷基（-苄基）-芳基亚砜的合成。
Synthesis of Alkyl (-Benzyl)-Aryl Sulfoxides Enabled by Truce-Smiles Rearrangement.
作者信息
Zhang Zhaoqing, Zhang Xinping, Jia Runyu, Jia Tiezheng
机构信息
Research Center for Chemical Biology and Omics Analysis, Department of Chemistry, Southern University of Science and Technology, 1088 Xueyuan Blvd., Shenzhen, Guangdong 518055, P. R. China.
Key Laboratory of Marine Drugs Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao, Shandong 266100, P. R. China.
出版信息
J Org Chem. 2025 Jul 18;90(28):10116-10120. doi: 10.1021/acs.joc.5c00969. Epub 2025 Jul 3.
An atom-economical and chemoselective synthesis of alkyl (-benzyl)-aryl sulfoxides has been developed. Sulfenate anions, which were generated by the Truce-Smiles rearrangement of heteroaryl (-alkyl)-aryl sulfoxides, have been trapped by primary alkyl halides to deliver the corresponding sulfoxides. A Truce-Smiles rearrangement/cyclization cascade has been designed to expand the scope of secondary cycloalkyl sulfoxides.
已开发出一种原子经济且具有化学选择性的合成烷基（-苄基）-芳基亚砜的方法。通过杂芳基（-烷基）-芳基亚砜的特鲁斯-斯迈尔斯重排生成的亚磺酸盐阴离子，已被伯烷基卤化物捕获以得到相应的亚砜。已设计出一种特鲁斯-斯迈尔斯重排/环化级联反应来扩大仲环烷基亚砜的范围。
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