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

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

1,†,* , 1,†
Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, 1 Xian Nong Tan Street, Beijing 100050, China
Tsinghua-Peking Center for Life Sciences and Department of Pharmacology and Pharmaceutical Sciences, School of Medicine, Tsinghua University, Haidian District, Beijing 100084, China
These authors contributed equally to this work.
Authors to whom correspondence should be addressed.
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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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. View Full-Text
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

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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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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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