Construction of β-Oximino Phosphorodithioates via (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl-Promoted Difunctionalization of Alkenes with tert-Butyl Nitrite, P4S10, and Alcohols
作者:Xiao-ming Chen、Jian Huang、Jun Pan、Yi Xie、Fei Zeng、Wei Wei、Dong Yi
DOI:10.1021/acs.orglett.4c01038
日期:2024.5.10
A (2,2,6,6-tetramethylpiperidin-1-yl)oxyl-mediated difunctionalization of alkenes with tert-butyl nitrite, P4S10, 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
(2,2,6,6-四甲基哌啶-1-基)氧基介导的烯烃与亚硝酸叔丁酯、P 4 S 10和醇的双官能化已被开发用于合成β-肟基二硫代磷酸酯。该反应通过自由基途径,连续安装二硫代磷酸酯和肟基团。这种四组分方案提供了一种实用的方法来构建各种 β-肟基二硫代磷酸酯,其产率中等至良好,且具有良好的官能团耐受性。
Additive-free synthesis of β-keto phosphorodithioates via geminal hydro-phosphorodithiolation of sulfoxonium ylides with P4S10 and alcohols
作者:Jindong Hao、Yufen Lv、Shuyue Tian、Chao Ma、Wenxiu Cui、Huilan Yue、Wei Wei、Dong Yi
DOI:10.1016/j.cclet.2024.109513
日期:2024.9
and additive-free protocol has been developed for the preparation of -keto phosphorodithioates through the three-component reaction of easily available sulfoxonium ylides, PS, and alcohols. The present geminal hydro-phosphorodithiolation reaction was performed at room temperature to construct a series of -keto phosphorodithioates in the absence of any metal reagents, bases, or additives.