Literature DB >> 20454850

Synthesis of cyano-2,3-dihydropyrrolo[1,2-f]phenanthridine derivatives via a domino-Knoevenagel-cyclization.

Ghasem Marandi1, Malek T Maghsoodlou, Nourallah Hazeri, Sayyed M Habibi-Khorassani, Niloufar Akbarzadeh Torbati, Faramarz Rostami-Charati, Brian W Skelton, Mohamed Makha.   

Abstract

In a new multicomponent reaction phenanthridine reacts with isocyanides and malonitrile in the presence of benzaldehyde derivatives to produce 2-aryl-3-(alkyl- or arylimino)-2,3-dihydropyrrolo[1,2-f]phenanthridine-1,1(12b H)-dicarbonitrile in a simple, mild, and efficient protocol in excellent yields.

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Year:  2010        PMID: 20454850     DOI: 10.1007/s11030-010-9254-5

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  10 in total

Review 1.  The discovery of new isocyanide-based multi-component reactions.

Authors:  A Dömling
Journal:  Curr Opin Chem Biol       Date:  2000-06       Impact factor: 8.822

2.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

3.  Unprecedented hydrothermal reaction of o-phenylaniline and related derivatives with cyclic ketones. A novel approach to the construction of phenanthridine and quinoline ring systems.

Authors:  Barun K Mehta; Kazumichi Yanagisawa; Motoo Shiro; Hiyoshizo Kotsuki
Journal:  Org Lett       Date:  2003-05-15       Impact factor: 6.005

Review 4.  Recent developments in isocyanide based multicomponent reactions in applied chemistry.

Authors:  Alexander Dömling
Journal:  Chem Rev       Date:  2006-01       Impact factor: 60.622

5.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

6.  Novel potent and selective central 5-HT3 receptor ligands provided with different intrinsic efficacy. 1. Mapping the central 5-HT3 receptor binding site by arylpiperazine derivatives.

Authors:  A Cappelli; M Anzini; S Vomero; L Mennuni; F Makovec; E Doucet; M Hamon; G Bruni; M R Romeo; M C Menziani; P G De Benedetti; T Langer
Journal:  J Med Chem       Date:  1998-02-26       Impact factor: 7.446

7.  Synthesis, biological activity and comparative analysis of DNA binding affinities and human DNA topoisomerase I inhibitory activities of novel 12-alkoxy-benzo[c]phenanthridinium salts.

Authors:  M A Lynch; O Duval; A Sukhanova; J Devy; S P MacKay; R D Waigh; I Nabiev
Journal:  Bioorg Med Chem Lett       Date:  2001-10-08       Impact factor: 2.823

8.  Potential antitumor agents. 55. 6-Phenylphenanthridine-4-carboxamides: a new class of DNA-intercalating antitumor agents.

Authors:  G J Atwell; B C Baguley; W A Denny
Journal:  J Med Chem       Date:  1988-04       Impact factor: 7.446

9.  Strategies for innovation in multicomponent reaction design.

Authors:  Bruce Ganem
Journal:  Acc Chem Res       Date:  2009-03-17       Impact factor: 22.384

10.  Synthesis and evaluation of new 6-amino-substituted benzo[c]phenanthridine derivatives.

Authors:  Y L Janin; A Croisy; J F Riou; E Bisagni
Journal:  J Med Chem       Date:  1993-11-12       Impact factor: 7.446

  10 in total
  1 in total

Review 1.  Diversity oriented syntheses of conventional heterocycles by smart multi component reactions (MCRs) of the last decade.

Authors:  Heiner Eckert
Journal:  Molecules       Date:  2012-01-20       Impact factor: 4.411

  1 in total

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