Literature DB >> 23525858

Combined Pd/C and Montmorillonite Catalysis for One-Pot Synthesis of Benzimidazoles.

Nicholas A Weires1, Jared Boster, Jakob Magolan.   

Abstract

A series of nineteen benzimidazoles are prepared from ortho-nitroanilines via one-pot transfer hydrogenation, condensation, and dehydrogenation enabled by the concurrent use of two heterogeneous catalysts: montmorillonite-K10 and Pd/C. This strategy is further employed to accomplish a five-step, three-component synthesis of an antifungal benzimidazoquinazoline using a simple one-pot procedure.

Entities:  

Keywords:  benzimidazoles; clays; heterocycles; heterogeneous catalysis; synthetic methods

Year:  2012        PMID: 23525858      PMCID: PMC3601921          DOI: 10.1002/ejoc.201201101

Source DB:  PubMed          Journal:  European J Org Chem        ISSN: 1099-0690


  19 in total

1.  One-pot synthesis of benzimidazoles by simultaneous photocatalytic and catalytic reactions on Pt@TiO2 nanoparticles.

Authors:  Yasuhiro Shiraishi; Yoshitsune Sugano; Shunsuke Tanaka; Takayuki Hirai
Journal:  Angew Chem Int Ed Engl       Date:  2010-02-22       Impact factor: 15.336

2.  C-H functionalization/C-N bond formation: copper-catalyzed synthesis of benzimidazoles from amidines.

Authors:  Gordon Brasche; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Site-isolated base- and acid-mediated Michael-initiated cyclization cascades.

Authors:  Adam W Pilling; Jutta Boehmer; Darren J Dixon
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 4.  Heterogeneous multifunctional catalysts for tandem processes: an approach toward sustainability.

Authors:  François-Xavier Felpin; Eric Fouquet
Journal:  ChemSusChem       Date:  2008       Impact factor: 8.928

5.  Mesoporous organosilicas with acidic frameworks and basic sites in the pores: an approach to cooperative catalytic reactions.

Authors:  Sankaranarayanapillai Shylesh; Alex Wagener; Andreas Seifert; Stefan Ernst; Werner R Thiel
Journal:  Angew Chem Int Ed Engl       Date:  2010       Impact factor: 15.336

6.  An acidic layered clay is combined with a basic layered clay for one-pot sequential reactions.

Authors:  Ken Motokura; Noriaki Fujita; Kohsuke Mori; Tomoo Mizugaki; Kohki Ebitani; Kiyotomi Kaneda
Journal:  J Am Chem Soc       Date:  2005-07-13       Impact factor: 15.419

7.  Design, synthesis, and biological evaluation of tricyclic nucleosides (dimensional probes) as analogues of certain antiviral polyhalogenated benzimidazole ribonucleosides.

Authors:  Z Zhu; B Lippa; J C Drach; L B Townsend
Journal:  J Med Chem       Date:  2000-06-15       Impact factor: 7.446

8.  Layered materials with coexisting acidic and basic sites for catalytic one-pot reaction sequences.

Authors:  Ken Motokura; Mizuki Tada; Yasuhiro Iwasawa
Journal:  J Am Chem Soc       Date:  2009-06-17       Impact factor: 15.419

9.  Using molecular iodine in direct oxidative condensation of aldoses with diamines: an improved synthesis of aldo-benzimidazoles and aldo-naphthimidazoles for carbohydrate analysis.

Authors:  Chunchi Lin; Po-Ting Lai; Sylvain Kuo-Shiang Liao; Wei-Ting Hung; Wen-Bin Yang; Jim-Min Fang
Journal:  J Org Chem       Date:  2008-04-19       Impact factor: 4.354

10.  Synthesis, biological activity, and crystal structure of potent nonnucleoside inhibitors of HIV-1 reverse transcriptase that retain activity against mutant forms of the enzyme.

Authors:  Marshall L Morningstar; Thomas Roth; David W Farnsworth; Marilyn Kroeger Smith; Karen Watson; Robert W Buckheit; Kalyan Das; Wanyi Zhang; Eddy Arnold; John G Julias; Stephen H Hughes; Christopher J Michejda
Journal:  J Med Chem       Date:  2007-07-31       Impact factor: 7.446

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