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Regiocontrolled Synthesis of Fused Heterocyclic Skeletons Containing Pyranocoumarin Backbones
Author(s) -
Balalaie Saeed,
Doroudian Yasaman,
Zarezadeh Nahid,
Tejeneki Hossein Zahedian,
Rominger Frank
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201901788
Subject(s) - malononitrile , knoevenagel condensation , regioselectivity , chemistry , quinoline , organic chemistry , domino , michael reaction , cascade reaction , combinatorial chemistry , catalysis
A convenient, highly efficient regioselective strategy for the synthesis of chromeno[3′,4′‐5,6]pyrano[2,3‐ b ]quinoline is described. The reaction proceed through three‐component reaction of 2‐chloro‐3‐formylquinoline, malononitrile and 4‐hydroxycoumarin in the presence of 10 mole% diammonium hydrogen phosphate (DAHP) in aqueous media at room temperature. It is a domino Knoevenagel condensation/ Michael addition and regiocontrolled cyclization reaction.