Elimination–addition. Part XXII. Addition of enolates to allenic sulphonium salts; a new general furan synthesis
作者:J. W. Batty、P. D. Howes、C. J. M. Stirling
DOI:10.1039/p19730000065
日期:——
Furans are produced by reactions of β-keto-esters, β-diketones, and β-keto-sulphones with allenic sulphonium salts. Procedures are simple and yields are high. 2,3,4-Trisubstituted furans are typically produced by this method, which thus complements synthesis of 2,3,5-trisubstituted furans from prop-2-ynyl halides and β-keto-esters. Mechanistic aspects of the synthesis are briefly discussed.
呋喃是由β-酮酸酯,β-二酮和β-酮砜与烯丙基sulph盐反应制得的。程序简单,收率高。通常通过该方法生产2,3,4-三取代的呋喃,从而补充了由丙-2-炔基卤化物和β-酮酸酯合成2,3,5-三取代的呋喃。简要讨论了合成的机械方面。