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One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates†
Xiaofeng Zhang,Alex Muthengi,Shuai Liu,Wei Wang,Marc Legris,Wei Zhang
Green Chemistry Pub Date : 07/07/2017 00:00:00 , DOI:10.1039/C7GC01380A
Abstract

A method for the catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates is developed through a one-pot synthesis involving denitrogenation of azide, benzisoxazole formation, aza-Diels–Alder cycloaddition, and dehydrative aromatization. Only stoichiometric amounts of N2 and H2O are produced as by-products. A comprehensive green chemistry metrics analysis indicated that this method is much more efficient and greener than two reported methods for the synthesis of pyrroloquinolinediones.

Graphical abstract: One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates
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