Paper Information

Journal:   SCIENTIA IRANICA   2014 , Volume 21 , Number 3 (TRANSACTIONS C: CHEMISTRY AND CHEMICAL ENGINEERING); Page(s) 735 To 741.
 
Paper: 

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(s):  MATLOUBI MOGHADDAM F.*, KOUSHKI FOROUSHANI B., LOTFI KALAHROODI E.
 
* LABORATORY OF ORGANIC SYNTHESIS AND NATURAL PRODUCTS, DEPARTMENT OF CHEMISTRY, SHARIF UNIVERSITY OF TECHNOLOGY, TEHRAN, IRAN
 
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 dierent conditions to achieve optimum conditions. The results indicated that Et3N, as a base under solvent-free conditions, was optimum. The reaction procedure and puri cation method are mild and straightforward.

 
Keyword(s): BAYLIS-HILMAN ADDUCT ACETATE, 4-HYDROXYCOUMARIN, ANNULATED 2-PYRONE, SOLVENT-FREE CONDITIONS
 
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