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Molecules 2013, 18(5), 5697-5705; doi:10.3390/molecules18055697
Article

A Novel Multi-Component Reaction to Imidazo[4,5-g]-quinazolines

1,†,* , 1,†
,
1
 and
2,*
Received: 19 April 2013 / Revised: 8 May 2013 / Accepted: 10 May 2013 / Published: 16 May 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

The trace impurities discovered after extended storage of a 5-amino- benzimidazole library were determined as imidazo[4,5-g]quinazoline derivatives by extensive spectroscopic data analysis. The formation of this highly aromatic heterocyclic ring involved a novel multi-component reaction, using which several novel compounds were prepared. Its mechanism was deduced as a cascade of chemical transformations, including the formation of a Schiff’s base, intramolecular hetero-Diels-Alder reaction, defluorination and dehydrogenation.
Keywords: multi-component reaction; heterocyclic compounds; imidazo[4,5-g]-quinazoline; structure determination; hetero Diels-Alder reaction multi-component reaction; heterocyclic compounds; imidazo[4,5-g]-quinazoline; structure determination; hetero Diels-Alder reaction
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Li, L.; Zhang, Q.; Liu, B.; Liu, G. A Novel Multi-Component Reaction to Imidazo[4,5-g]-quinazolines. Molecules 2013, 18, 5697-5705.

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