Ligand exchange reaction of sulfoxides in organic synthesis: A novel method for synthesizing acetylenes and allenes from carbonyl compounds through sulfoxides …
…, N Itoh, S Watanabe, H Koike, H Matsuno, K Matsuda…
A novel method for synthesizing acetylenes and allenes from carbonyl compounds is described. Ligand exchange reaction of alkenylsulfoxides having a trifluoromethanesulfonyloxy group on the β-carbon, which were derived from α-alkyl β- ketosulfoxides, with n-BuLi gave disubstituted acetylenes in good yields. In the case of alkenylsulfoxides having both the trifluoromethanesulfonyloxy and aryl groups on the β- ...