Construction of β-Oximino Phosphorodithioates via (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl-Promoted Difunctionalization of Alkenes with <i>tert</i>-Butyl Nitrite, P<sub>4</sub>S<sub>10</sub>, and Alcohols
Xiao-ming Chen, Jian Huang, Jun Pan, Yi Xie, Fei Zeng, Wei Wei, Dong Yi
Abstract
A (2,2,6,6-tetramethylpiperidin-1-yl)oxyl-mediated difunctionalization of alkenes with tert -butyl nitrite, P 4 S 10, 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.
Topics & Concepts
ChemistryNitriteOrganic chemistryMedicinal chemistryNitrateSynthesis of heterocyclic compoundsSynthesis and Reactivity of Sulfur-Containing CompoundsSynthesis and Catalytic Reactions