141298-95-5Relevant articles and documents
THE REACTION OF BENZYLIC ALCOHOLS WITH CHLOROTRIMETHYLSILANE/DIMETHYL SULPHOXIDE
Bellesia, Franco,Ghelfi, Franco,Pagnoni, Ugo Maria,Pinetti, Adriano
, p. 437 - 439 (2007/10/02)
With catalytic amounts of chlorotrimethylsilane/dimethyl sulphoxide (CTMSO/DMSO) in acetonitrile benzylic alcohols have been found to give high yields of styrenes.By using stoicheiometric amounts of reagents, different reaction pathways are observed: an elimination-addition sequence occurs with secondary and tertiary alcohols affording vicinal dichloro derivatives, β-chloro thioethers and allyl chlorides, whereas a nucleophilic substitution to the corresponding monochlorides occurs starting from primary and sterically hindered substrates.