Three-component reaction between secondary phosphine sulfides, elemental selenium and vinyl ethers: the first examples of Markovnikov addition of thioselenophosphinic acids to double bond
作者:Ludmila A. Oparina、Alexander V. Artem'ev、Oksana V. Vysotskaya、Nikita A. Kolyvanov、Irina Yu. Bagryanskaya、Evgeniya P. Doronina、Nina K. Gusarova
DOI:10.1016/j.tet.2013.05.038
日期:2013.7
Thioselenophosphinic acids, R2P(Se)SH, generated in situ from secondaryphosphinesulfides and elemental selenium, easily add to various vinyl ethers (equimolar ratio, 100 °C, 1,4-dioxane, up to 40 min) to give earlier unknown S- and Se-[1-(organyloxy)ethyl]thioselenophosphinates, i.e., R2P(Se)SCH(Me)OR′ and R2P(S)SeCH(Me)OR′ (R, R′=alkyl, aralkyl, hetaralkyl and aryl), the S-esters being predominant