DIELS-ALDER CYCLOADDITIONS OF DIMETHYL ACETYLENEDICARBOXYLATE AND DIETHYL ACETYLENEDICARBOXYLATE WITH SOME DIENES UNDER MICROWAVE IRRADIATION USING AlCl₃/CH₂Cl₂

Javad Safaei-Ghomi,*^a Mahmood Tajbakhsh,^b and Zohreh Kazemi-Kani^a
a Department of Chemistry, Faculty of Science, University of Kashan, Zip Code 51167 Kashan, I. R. Iran E-mail: safaei@kashanu.ac.ir
^b Department of Chemistry, Faculty of Science, University of Mazandaran, Babolsar, I. R. Iran

Abstract

Microwave enhanced Diels-Alder reactions of furan, 2,5-dimetylfuran, 1,3-cyclohexadiene and anthracene with dimethyl acetylenedicarboxylate (DMAD) and diethyl acetylenedicarboxylate (DEAD) give [4+2]-cycloadducts in high yields in domestic microwave oven. Aluminum(III) chloride and dichloromethane in combination with microwave irradiation increased the reaction rate.

Key words: microwave, Diels-Alder reaction, aluminum(III) chloride, solvent effect