One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates

Xiaofeng Zhang; Gagan Dhawan; Alex Muthengi; Shuai Liu; Wei Wang; Marc Legris; Wei Zhang

doi:10.1039/c7gc01380a

One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates

Xiaofeng Zhang
, Gagan Dhawan
, Alex Muthengi
, Shuai Liu
, Wei Wang
, Marc Legris
, Wei Zhang

Chemistry

University of Massachusetts Boston
University of Delhi
Shaanxi Normal University

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	3851-3855
Number of pages	5
Journal	Green Chemistry
Volume	19
Issue number	16
DOIs	https://doi.org/10.1039/c7gc01380a
State	Published - 2017

ASJC Scopus Subject Areas

Environmental Chemistry
Pollution

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10.1039/c7gc01380a

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title = "One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates",

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.",

author = "Xiaofeng Zhang and Gagan Dhawan and Alex Muthengi and Shuai Liu and Wei Wang and Marc Legris and Wei Zhang",

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doi = "10.1039/c7gc01380a",

language = "English",

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T1 - One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates

AU - Zhang, Xiaofeng

AU - Dhawan, Gagan

AU - Muthengi, Alex

AU - Liu, Shuai

AU - Wang, Wei

AU - Legris, Marc

AU - Zhang, Wei

PY - 2017

Y1 - 2017

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85027516929

UR - https://www.scopus.com/pages/publications/85027516929#tab=citedBy

U2 - 10.1039/c7gc01380a

DO - 10.1039/c7gc01380a

M3 - Article

AN - SCOPUS:85027516929

SN - 1463-9262

VL - 19

SP - 3851

EP - 3855

JO - Green Chemistry

JF - Green Chemistry

IS - 16

ER -

One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates

Abstract

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