Regiocontrolled Synthesis of Fused Heterocyclic Skeletons Containing Pyranocoumarin Backbones | Zendy

Balalaie Saeed | Zendy; Doroudian Yasaman | Zendy; Zarezadeh Nahid | Zendy; Tejeneki Hossein Zahedian | Zendy; Rominger Frank | Zendy

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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.

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