1, 5-Difunctional compounds are of great importance in both of fine chemical indus-try and organic synthesis; many of them are useful building blocks for the construction of more complex molecules, and some of them have antimicrobial, virucidal or anticancer activities. This paper reports a facile and efficient synthesis of the 2, 2- disubstituted new 1, 5-difunctional com-pounds (3a~j) via the conjugate addition of 2-alkyl-2-(arylsulfonyl) acetates (1) to the α, β-unsaturated esters, nitrile, and ketone (2). The reaction proceeded very smoothly and selectively under solid-liquid PTC conditions to give the 2-alkyl-2-(arylsulfonyl) pentanedioic acid diesters (3a~d), 2-alkyl-2-(arylsulfonyl)-4-cyanobutanoates (3e~g), and 2-alkyl-2- (arylsulfonyl)-5-oxohexanoates (3h~j) in good to excellent yields. All new compounds (3a~j) have been fully characterized by IR, ^1H NMR, MS, and elemental analysis. Some major advantages of te method, ef-fects of the Michael acceptors (2), phase-transfer catalyst and solvents on the conjugate addition are also discussed briefly.

Key words: ESTERS, BUTYRIC ESTER, ELEMENTAL ANALYSIS, NITRILE, NMR SPECTROMETRY, KETONE, ACETIC ACID ESTER P, PHASE TRANSFER CATALYSIS