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Microwave‐assisted synthesis and heterocyclic functionalization of chromenopyridines on calixarene scaffold
Author(s) -
Ali Korany A.,
Abdel Hafez Naglaa A.,
Elsayed Mohamed A.,
Ibrahim Alhuessin A.
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3912
Subject(s) - chemistry , calixarene , ammonium acetate , surface modification , pyridine , microwave irradiation , condensation , nucleophilic substitution , organic chemistry , combinatorial chemistry , molecule , catalysis , physics , high performance liquid chromatography , thermodynamics
A three‐component one‐pot condensation reaction of chroman‐4‐one with ethyl 2‐cyanoacetate and various aldehydes in the presence of ammonium acetate afforded a series of 2‐oxo‐4‐phenyl‐1,5‐dihydro‐2 H ‐chromeno[4,3‐ b ]pyridine‐3‐carbonitrile. These heterocycles have been converted to chloropyridine derivatives and appended to macrocyclic calix[4]arene scaffold through aromatic nucleophilic substitution under microwave irradiation. In this study, the microwave‐assisted functionalization of the lower rim of calix[4]arene has been considered the only appropriate tool because the conventional heating did not lead to any new product after 72 hours of heating under thermal condition.