Title of article :
Solvent-free synthesis of 3-benzylpyrano[3,2-c]pyran/chromene-2,5-diones via tandem reaction of 4-hydroxy-6-methyl-pyran-2-one and 4-hydroxycoumarin with Baylis-Hillman adduct acetates
Author/Authors :
Matloubi Moghaddam, F. sharif university of technology - Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, تهران, ايران , Koushki Foroushani, B. sharif university of technology - Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, تهران, ايران , Lotfi Kalahroodi, E. sharif university of technology - Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, تهران, ايران
Abstract :
4-hydroxycoumarin 2a and 4-hydroxy-6-methyl-pyran-2-one 2b were applied in a one-pot reaction with Baylis-Hillman adduct acetates 1 to form novel 3-benzylpyrano [3, 2-c] pyran-2, 5-diones 3 in high yields (70-85%). The synthesized framework is available in many biologically active moieties. The reaction was carried out under different conditions to achieve optimum conditions. The results indicated that Et3N, as a base under solvent-free conditions, was optimum. The reaction procedure and purification method are mild and straightforward.
Keywords :
Baylis , Hilman adduct acetate , 4 , hydroxycoumarin , Annulated 2 , pyrone , Solvent , free conditions
Journal title :
Scientia Iranica(Transactions B:Mechanical Engineering)
Journal title :
Scientia Iranica(Transactions B:Mechanical Engineering)
