Anodic oxidation of organophosphorus compounds. III. Anodic alkoxylation and thioalkoxylation of triphenylphosphine.
作者:HIDENOBU OHMORI、SHIRO NAKAI、MASAHIRO SEKIGUCHI、MASAICHIRO MASUI
DOI:10.1248/cpb.28.910
日期:——
Controlled potential electrolysis of triphenylphosphine in acetonitrile containing various primary alcohols and dialkyldisulfides resulted in the formation of the corresponding alkoxy and alkylthio triphenylphosphonium salts, [Ph3P+-X] [ClO4-]. Compounds with X=OMe, OEt, OPrn, SMe, SEt, and SPrn were isolated. The alkoxy derivatives reacted with imidazole and thiophenol under mild conditions to give the corresponding N- and S-alkylated products quantitatively.
在含有各种伯醇和二烷基二硫化物的乙腈中进行三苯膦的控制电位电解,导致了相应的烷氧基和烷硫基三苯膦盐[Ph3P+-X][ClO4-]的形成。其中,X=OMe, OEt, OPrn, SMe, SEt, 和 SPrn的化合物已被分离出来。这些烷氧基衍生物在温和条件下与咪唑和硫酚反应,可定量地生成相应的N-和S-烷基化产物。