A rapid, efficient, and green synthesis of benzo[$a$]chromeno[2,3-$c$]phenazine derivatives via microwave assistance and DABCO~catalyzed a novel domino cyclization
Author(s) -
Seyed-Ali MIRMIRAN-YAZDI,
Afshin YazdaniElahAbadi,
Nasim Shams,
Razieh Mohebat
Publication year - 2017
Publication title -
turkish journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.239
H-Index - 46
eISSN - 1303-6130
pISSN - 1300-0527
DOI - 10.3906/kim-1701-49
Subject(s) - chemistry , dabco , domino , phenazine , catalysis , reagent , phenol , combinatorial chemistry , reusability , cascade reaction , microwave irradiation , condensation , environmentally friendly , organic chemistry , ecology , physics , software , biology , computer science , thermodynamics , programming language
An efficient, convenient, and environmentally benign procedure for the synthesis of novel benzo[$a$]chromeno[2,3-$c$]phenazine derivatives has been developed by domino four-component condensation reaction between 2-hydroxynaphtha- lene-1,4-dione, $o-$phenylenediamine, aromatic aldehydes, and naphthols or phenol in the presence of a catalytic amount of DABCO as an expedient, ecofriendly, and reusable base catalyst under microwave irradiation in EtOH/H$_{2}$O (1:1). This green process produces biologically and pharmacologically significant heterocycles in a single one-pot operation and offers considerable advantages such as operational simplicity, short reaction time, high yields, reusability of the catalyst, absence of any tedious workup or purification, and avoidance of hazardous reagents/solvents.
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