在自由基条件下，末端炔烃与四苯基二磷酰单氧化物的高度区域和立体选择性磷酰化反应。
Highly regio- and stereoselective phosphinylphosphination of terminal alkynes with tetraphenyldiphosphine monoxide under radical conditions.
作者信息
Tran Dat Phuc, Sato Yuki, Yamamoto Yuki, Kawaguchi Shin-Ichi, Kodama Shintaro, Nomoto Akihiro, Ogawa Akiya
机构信息
Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka 599-8531, Japan.
Center for Education and Research in Agricultural Innovation, Faculty of Agriculture, Saga University, 152-1 Shonan-cho, Karatsu, Saga 847-0021, Japan.
出版信息
Beilstein J Org Chem. 2021 Apr 20;17:866-872. doi: 10.3762/bjoc.17.72. eCollection 2021.
The homolytic cleavage of the P(O)-P bond in tetraphenyldiphosphine monoxide simultaneously provides both pentavalent and trivalent phosphorus-centered radicals with different reactivities. The method using V-40 as an initiator is successfully investigated for the regio- and stereoselective phosphinylphosphination of terminal alkynes giving the corresponding -isomers of 1-diphenylphosphinyl-2-diphenylthiophosphinyl-1-alkenes in good yields. The protocol can be applied to a wide variety of terminal alkynes including both alkyl- and arylalkynes.
四苯基二氧膦中P（O）-P键的均裂同时产生具有不同反应活性的五价和三价磷中心自由基。成功研究了以V-40为引发剂的方法，用于末端炔烃的区域和立体选择性膦酰基膦化反应，以良好的产率得到相应的1-二苯基膦酰基-2-二苯基硫代膦酰基-1-烯烃的 -异构体。该方案可应用于包括烷基和芳基炔烃在内的多种末端炔烃。
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