Literature DB >> 15101765

Efficient synthesis of imidazoles from aldehydes and 1,2-diketones using microwave irradiation.

Scott E Wolkenberg1, David D Wisnoski, William H Leister, Yi Wang, Zhijian Zhao, Craig W Lindsley.   

Abstract

[reaction: see text] A simple, high-yielding synthesis of 2,4,5-trisubstituted imidazoles from 1,2-diketones and aldehydes in the presence of NH(4)OAc is described. Under microwave irradiation, alkyl-, aryl-, and heteroaryl-substituted imidazoles are formed in yields ranging from 80 to 99%. Short syntheses of lepidiline B and trifenagrel illustrate the utility of this approach.

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Year:  2004        PMID： 15101765     DOI： 10.1021/ol049682b

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  24 in total

Review 1.  Advances in microwave-assisted combinatorial chemistry without polymer-supported reagents.

Authors:  Rafael Martínez-Palou
Journal:  Mol Divers       Date:  2006-08-01       Impact factor: 2.943

Review 2.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

Review 3.  Current advances in the synthesis and biological potencies of tri- and tetra-substituted 1H-imidazoles.

Authors:  Majid M Heravi; Mansoureh Daraie; Vahideh Zadsirjan
Journal:  Mol Divers       Date:  2015-04-12       Impact factor: 2.943

4.  SYNTHESIS OF TRIFLUOROMETHYL-IMINES BY SOLID ACID/SUPERACID CATALYZED MICROWAVE ASSISTED APPROACH.

Authors:  Mohammed Abid; Markku Savolainen; Shainaz Landge; Jinbo Hu; G K Surya Prakash; George A Olah; Béla Török
Journal:  J Fluor Chem       Date:  2007-06-01       Impact factor: 2.050

5.  Combretastatin A-4 derivatives: synthesis and evaluation of 2,4,5-triaryl-1H-imidazoles as potential agents against H1299 (non-small cell lung cancer cell).

Authors:  Chih-Hua Tseng; Chi-Yi Li; Chien-Chih Chiu; Huei-Ting Hu; Chein-Hwa Han; Yeh-Long Chen; Cherng-Chyi Tzeng
Journal:  Mol Divers       Date:  2012-09-26       Impact factor: 2.943

6.  Efficient library synthesis of imidazoles using a multicomponent reaction and microwave irradiation.

Authors:  E Gelens; F J J De Kanter; R F Schmitz; L A J M Sliedregt; B J Van Steen; Chris G Kruse; R Leurs; M B Groen; R V A Orru
Journal:  Mol Divers       Date:  2006-02       Impact factor: 2.943

7.  2-(2-Hydroxyphenyl)-4,5-dimethyl-1H-imidazol-3-ium acetate monohydrate.

Authors:  Hui-Liang Wen; Min He; Chong-Bo Liu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-09-17

8.  1-[2-(Benzyl-amino)-4-pyrid-yl]-2-(4-fluoro-phen-yl)ethane-1,2-dione.

Authors:  Hartmut Jahns; Pierre Koch; Dieter Schollmeyer; Stefan Laufer
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-05-29

9.  Wells-Dawson heteropolyacid supported on silica: a highly efficient catalyst for synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles.

Authors:  Ali Reza Karimi; Zahra Alimohammadi; Mostafa M Amini
Journal:  Mol Divers       Date:  2009-10-29       Impact factor: 2.943

Review 10.  Imidazoles as potential anticancer agents.

Authors:  Imran Ali; Mohammad Nadeem Lone; Haasan Y Aboul-Enein
Journal:  Medchemcomm       Date:  2017-04-13       Impact factor: 3.597
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