3450-47-3Relevant articles and documents
Electrophilic Reactions of Activated Alkenes and Alkynes with Element Halides. III. Reaction of Activated Alkenes with Phosphorus Trihalides
Kazankova,Trostyanskaya,Efimova,Beletskaya
, p. 1606 - 1619 (2007/10/03)
Electrophilic substitution of the vinyl hydrogen atom in alkenyl alkyl ethers, 2-bromoethenyl alkyl ethers, and ketene acetals readily occurs under the action of phosphorus trihalides in the presence of an organic base to yield 70-98% of 2-alkoxy-, 2-alkoxy-1-bromo-, and 2,2-dialkoxyalkenylphosphonous dichlorides and dibromides. The reaction is regio- and stereospecific. A mechanism involving intermediate formation of a cyclic phosphiranium ion is proposed.