Carbonyl propargylation or allenylation by 3-haloprop-1-yne with tin(II) halides and tetrabutylammonium halides
Abstract
3-Bromoprop-1-yne causes carbonyl propargylation with tin(II) chloride and tetrabutylammonium bromide in water to produce 1-substituted but-3-yn-1-ols, while 3-chloroprop-1-yne causes carbonyl allenylation with tin(II) iodide and tetrabutylammonium iodide in 1,3-dimethylimidazolidin-2-one to produce 1-substituted buta-2,3-dien-1-ols.