Chain extension reactions of acetylenes. Part 3. 1,3-Disubstitution reactions of propyne, conjugate addition reactions of acetylides, and further reactions of 1,3-dilithioacetylenes with two different electrophiles

Abstract

‘One-pot’ linear chain extensions at both termini of propyne are described. 1,3-Dilithiopropyne reacts regioselectively first at C-3 with 1-bromobutane then at C-1 with electrophiles such as iodine, benzylideneacetophenone. 1,10-dibromodecane, and 1-bromobutane. Preparations of prop-2-yn-1-ol derivatives are also described.