An eco-friendly sequential catalyst- and solvent-free four-component stereoselective synthesis of novel 1,4-pyranonaphthoquinones

A series of novel highly functionalized 1,4-pyranonaphthoquinones has been synthesized stereoselectively from one-pot sequential reactions of anilines, diethyl acetylenedicarboxylate, 2-hydroxynaphthalene-1,4-dione and benzaldehydes under microwave irradiation. This solvent- and catalyst-free transf...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2012-01, Vol.14 (9), p.2484-2490
Hauptverfasser: BALASUBRAMANIAN DEVI BALA, STEPHEN MICHAEL RAJESH, PERUMAL, Subbu
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Sprache:eng
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Zusammenfassung:A series of novel highly functionalized 1,4-pyranonaphthoquinones has been synthesized stereoselectively from one-pot sequential reactions of anilines, diethyl acetylenedicarboxylate, 2-hydroxynaphthalene-1,4-dione and benzaldehydes under microwave irradiation. This solvent- and catalyst-free transformation affording biologically relevant heterocycles presumably involves two Michael additions, aldol condensation and annulation reactions.
ISSN:1463-9262
1463-9270
DOI:10.1039/c2gc35930h