A Diastereoselective Synthesis of Novel Multifunctional Thianes

Abstract

The reaction of 2,2′-thiobis(1,3-diarylprop-2-en-1-ones) with malononitrile in the presence of sodium ethoxide under both thermal and solvent-free microwave conditions afforded a series of hitherto unknown 2e,6e-diaroyl-3e,5e-diaryl-4,4-dicyanothianes diastereoselectively in good yields via a double Michael addition. The structures of all the compounds have been elucidated by IR, ¹H NMR, ¹³C NMR, and elemental analysis.

Keywords:

• Malononitrile
• Michael addition
• microwave irradiation
• thianes
• 2,2′-thiobis(1,3-diarylprop-2-en-1-ones)

S.R. and M.G. thank UGC for funds under Major Research Project. S.R., M.G., and B.V. thank the Secretary and the Principal, Fatima College, Madurai, India for providing facilities.