Literature DB >> 21221453

Unexpected synthesis of indolo[1,2-c]quinazolines by a sequential Ugi 4CC-Staudinger-aza-Wittig-nucleophilic addition reaction.

Ping He1, Yi-Bo Nie, Jing Wu, Ming-Wu Ding.   

Abstract

A new sequential Ugi-Staudinger-aza-Wittig-nucleophilic addition reaction was developed to construct indolo[1,2-c]quinazoline derivatives, starting from the easily accessible 2-azidobenzaldehyde, carboxylic acid, 2-acylaniline and isocyanide. It is noteworthy that this is the first report of the cyclization of the Ugi adduct to give a dihydroindole ring system with two quaternary carbon centers, via the nucleophilic addition reaction of the methine group to the carbonyl group.

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Year:  2011        PMID: 21221453     DOI: 10.1039/c0ob00855a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Multicomponent synthesis of diverse 1,4-benzodiazepine scaffolds.

Authors:  Yijun Huang; Kareem Khoury; Tyler Chanas; Alexander Dömling
Journal:  Org Lett       Date:  2012-11-16       Impact factor: 6.005

2.  Synthesis of triazolo-fused benzoxazepines and benzoxazepinones via Passerini reactions followed by 1,3-dipolar cycloadditions.

Authors:  Fabio De Moliner; Martina Bigatti; Chiara De Rosa; Luca Banfi; Renata Riva; Andrea Basso
Journal:  Mol Divers       Date:  2014-06-04       Impact factor: 2.943

Review 3.  Two decades of recent advances of Ugi reactions: synthetic and pharmaceutical applications.

Authors:  Manar Ahmed Fouad; Hamida Abdel-Hamid; Mohammed Salah Ayoup
Journal:  RSC Adv       Date:  2020-11-23       Impact factor: 4.036

4.  Quinazoline derivatives: synthesis and bioactivities.

Authors:  Dan Wang; Feng Gao
Journal:  Chem Cent J       Date:  2013-06-03       Impact factor: 4.215

  4 in total

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