“…6,7 Recently, syntheses of dihydropyrano[3,2-c]chromene derivatives have been reported using various methods and catalysts. [8][9][10][11] Relevant to our work was the condensation of 4-hydroxycoumarin with araldehydes and malononitrile, either using as catalyst NEt 3 in boiling EtOH 8 or DBU in boiling water. 9 As part of our continuing efforts for the expeditious synthesis of biologically relevant heterocyclic compounds, 12 we report here our recent efforts towards the synthesis of diverse 3-amino-12-oxo-1-phenyl-1,12-dihydrobenzo[h]pyrano [3,2-c] chromene-2-carbonitrile derivatives by a three-component, one-pot reaction between 4-hydroxy-2H-benzo[h]chromen-2one, araldehydes and malononitrile in the presence of NEt 3 in water at room temperature.…”
An efficient green synthesis of eight 3-amino-12-oxo-1-aryl-1,12-dihydrobenzo[h]pyrano[3,2-c]chromene-2-carbonitriles may be achieved by a three-component, one-pot reaction between 4-hydroxy-2H-benzo[h]chromen-2-one, malononitrile and various araldehydes in water in the presence of NEt 3 .
“…6,7 Recently, syntheses of dihydropyrano[3,2-c]chromene derivatives have been reported using various methods and catalysts. [8][9][10][11] Relevant to our work was the condensation of 4-hydroxycoumarin with araldehydes and malononitrile, either using as catalyst NEt 3 in boiling EtOH 8 or DBU in boiling water. 9 As part of our continuing efforts for the expeditious synthesis of biologically relevant heterocyclic compounds, 12 we report here our recent efforts towards the synthesis of diverse 3-amino-12-oxo-1-phenyl-1,12-dihydrobenzo[h]pyrano [3,2-c] chromene-2-carbonitrile derivatives by a three-component, one-pot reaction between 4-hydroxy-2H-benzo[h]chromen-2one, araldehydes and malononitrile in the presence of NEt 3 in water at room temperature.…”
An efficient green synthesis of eight 3-amino-12-oxo-1-aryl-1,12-dihydrobenzo[h]pyrano[3,2-c]chromene-2-carbonitriles may be achieved by a three-component, one-pot reaction between 4-hydroxy-2H-benzo[h]chromen-2-one, malononitrile and various araldehydes in water in the presence of NEt 3 .
A direct enantioselective reaction of cyclopent‐2‐enone‐derived Morita–Baylis–Hillman alcohols with 4‐hydroxycoumarins has been developed under the catalysis of a chiral primary amine derived from cinchonine in combination with a Brønsted acid. The reaction provides pyranocoumarin products with three vicinal chiral carbon centers in highly regio‐, diastereo‐ and enantioselectivities through a tandem allylic alkylation/intramolecular oxa‐Michael addition.magnified image
Base-Dependent Cascade Synthesis of Novel Pyrano[3,2-c]coumarin Derivatives from Baylis-Hillman Bromide. -The title reaction only proceeds in the presence of excess DABCO. -(GE, S.-Q.; YANG, X.; WU, B.; XIA*, M.; Synth. Commun.
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