Conversion of Propargyl Alcohols to Chloroallenes and Arylalkynes Using the TiCl₄/R₃N Reagent System

Whereas the reaction of certain propargyl alcohols with TiCl₄ in the presence of tertiary alkylamines gives the corresponding chloroallenes in 37−58% yields, reaction with the tertiary arylamines gives the corresponding arylalkynes in 68−77% yields.