Pure Appl. Chem., 2000, Vol. 72, No. 9, pp. 1739-1743
http://dx.doi.org/10.1351/pac200072091739
Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China
Abstract:
The hydrohalogenation reactions of electron-deficient allenes, such as 1,2-allenyl ketones, carboxylic acids, esters, amides, nitriles, sulfoxides, sulfones, and phosphine oxides with MX in HOAc, CF3COOH-HOAc, CF3COOH or AlCl3/H2O, afforded β-halo-β,γ-unsaturated functionalized alkenes. The regioselectivity of the reaction could be controlled by the reaction conditions.