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通过(2,2,6,6-四甲基哌啶-1-基)氧基促进的烯烃与亚硝酸丁酯、PS和醇的双官能化反应构建β-氧代氨基二硫代磷酸酯

Construction of β-Oximino Phosphorodithioates via (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl-Promoted Difunctionalization of Alkenes with -Butyl Nitrite, PS, and Alcohols.

作者信息

Chen Xiao-Ming, Huang Jian, Pan Jun, Xie Yi, Zeng Fei, Wei Wei, Yi Dong

机构信息

Department of Biology and Chemistry, Hunan University of Science and Engineering, Yongzhou, Hunan 425199, People's Republic of China.

School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong 273165, People's Republic of China.

出版信息

Org Lett. 2024 May 10;26(18):3883-3888. doi: 10.1021/acs.orglett.4c01038. Epub 2024 Apr 29.

Abstract

A (2,2,6,6-tetramethylpiperidin-1-yl)oxyl-mediated difunctionalization of alkenes with -butyl nitrite, PS, and alcohols has been developed for the synthesis of β-oximino phosphorodithioates. The reaction goes through a radical pathway with the successive installation of phosphorodithioate and an oxime group. This four-component protocol offers a practical approach to constructing a variety of β-oximino phosphorodithioates in moderate to good yields with favorable functional group tolerance.

摘要

已开发出一种由(2,2,6,6-四甲基哌啶-1-基)氧基介导的烯烃与亚硝酸丁酯、PS和醇的双官能化反应,用于合成β-肟基二硫代磷酸酯。该反应通过自由基途径依次引入二硫代磷酸酯和肟基。这种四组分反应方案为构建各种β-肟基二硫代磷酸酯提供了一种实用方法,产率适中至良好,且对官能团具有良好的耐受性。

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