Literature DB >> 26548987

An expeditious green route toward 2-aryl-4-phenyl-1H-imidazoles.

Debasish Bandyopadhyay1, Lauren C Smith2, Daniel R Garcia3, Ram N Yadav4, Bimal K Banik5.   

Abstract

BACKGROUND: Azaheterocycles are an important class of compounds because of their highly potent medicinal activities, and the imidazole subcategory is of special interest in regard to drug discovery research.
FINDINGS: An expeditious synthetic protocol of 2-aryl-4-phenyl-1H-imidazoles has been accomplished by reacting phenylglyoxal monohydrate, ammonium acetate, and aldehyde under sonication. Following this green approach a series of 2-aryl-4-phenyl-1H-imidazoles has been synthesized using diversely substituted aldehydes.
CONCLUSIONS: A rapid and simple synthetic procedure to synthesize diversely substituted 2-aryl-4-phenyl-1H-imidazoles has been reported. Other salient features of this protocol include milder conditions, atom-economy, easy extraction, and minimum wastes. The present procedure may find application in the synthesis of biologically active molecules. Graphical Abstract An expeditious synthetic protocol of 2-aryl-4-phenyl-1H-imidazoles has been accomplished by reacting phenylglyoxal monohydrate, ammonium acetate, and diversely substituted aldehydes under sonication.

Entities:  

Keywords:  Azaheterocycles; Green chemistry; Heterocycles; Imidazole; Medicinal chemistry; Ultrasound

Year:  2014        PMID: 26548987      PMCID: PMC4610115          DOI: 10.1186/s13588-014-0009-7

Source DB:  PubMed          Journal:  Org Med Chem Lett        ISSN: 2191-2858


  14 in total

1.  Ultrasound assisted reactions of steroid analogous of anticipated biological activities.

Authors:  Vasilichia Bejan; Costel Moldoveanu; Ionel I Mangalagiu
Journal:  Ultrason Sonochem       Date:  2008-11-05       Impact factor: 7.491

Review 2.  Aqueous microwave chemistry: a clean and green synthetic tool for rapid drug discovery.

Authors:  Vivek Polshettiwar; Rajender S Varma
Journal:  Chem Soc Rev       Date:  2008-06-06       Impact factor: 54.564

3.  Ultrasound-assisted bismuth nitrate-induced green synthesis of novel pyrrole derivatives and their biological evaluation as anticancer agents.

Authors:  Debasish Bandyopadhyay; Sanghamitra Mukherjee; Jose C Granados; John D Short; Bimal K Banik
Journal:  Eur J Med Chem       Date:  2012-02-03       Impact factor: 6.514

4.  Ultrasound-assisted aza-Michael reaction in water: a green procedure.

Authors:  Debasish Bandyopadhyay; Sanghamitra Mukherjee; Luis C Turrubiartes; Bimal K Banik
Journal:  Ultrason Sonochem       Date:  2011-12-04       Impact factor: 7.491

5.  A mild and efficient ultrasound-assisted synthesis of diaryl ethers without any catalyst.

Authors:  Hui Xu; Wu-Ming Liao; Hong-Feng Li
Journal:  Ultrason Sonochem       Date:  2007-01-31       Impact factor: 7.491

6.  A practical synthesis of 2,4(5)-diarylimidazoles from simple building blocks.

Authors:  Valentina Zuliani; Giuseppe Cocconcelli; Marco Fantini; Chiara Ghiron; Mirko Rivara
Journal:  J Org Chem       Date:  2007-05-09       Impact factor: 4.354

7.  A green approach toward quinoxalines and bis-quinoxalines and their biological evaluation against A431, human skin cancer cell lines.

Authors:  Debasish Bandyopadhyay; Jessica Cruz; Liza D Morales; Hadi D Arman; Erica Cuate; Young S Lee; Bimal K Banik; Dae J Kim
Journal:  Future Med Chem       Date:  2013-08       Impact factor: 3.808

8.  A microwave-assisted bismuth nitrate-catalyzed unique route toward 1,4-dihydropyridines.

Authors:  Debasish Bandyopadhyay; Stephanie Maldonado; Bimal K Banik
Journal:  Molecules       Date:  2012-03-05       Impact factor: 4.411

9.  An expeditious synthesis of N-substituted pyrroles via microwave-induced iodine-catalyzed reactions under solventless conditions.

Authors:  Debasish Bandyopadhyay; Sanghamitra Mukherjee; Bimal K Banik
Journal:  Molecules       Date:  2010-04-09       Impact factor: 4.411

10.  Remarkable iodine-catalyzed synthesis of novel pyrrole-bearing N-polyaromatic beta-lactams.

Authors:  Debasish Bandyopadhyay; Gildardo Rivera; Isabel Salinas; Hector Aguilar; Bimal K Banik
Journal:  Molecules       Date:  2010-02-23       Impact factor: 4.411

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