Literature DB >> 17949007

Copper-catalyzed regiospecific synthesis of N-alkylbenzimidazoles.

Nan Zheng1, Stephen L Buchwald.   

Abstract

A copper-catalyzed method is described for the preparation of N-alkylbenzimidazoles in regioisomerically pure form starting from o-haloanilines. The method utilizing CuI and trans-N,N'-dimethyl-1,2-cyclohexanediamine allows the preparation of N-alkylbenzimidazoles in good to excellent yields.

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Year:  2007        PMID： 17949007     DOI： 10.1021/ol7020737

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


  7 in total

1.  Diamine Ligands in Copper-Catalyzed Reactions.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2010       Impact factor: 9.825

2.  Concise synthesis of N-thiomethyl benzoimidazoles through base-promoted sequential multicomponent assembly.

Authors:  Jingxin Tian; Shanshan Yuan; Fuhong Xiao; Huawen Huang; Guo-Jun Deng
Journal:  RSC Adv       Date:  2019-09-26       Impact factor: 4.036

3.  Studies Towards the Leucetta-derived Alkaloids Spirocalcaridine A and B - Possible Biosynthetic Implications.

Authors:  Panduka B Koswatta; Jayanta Das; Muhammed Yousufuddin; Carl J Lovely
Journal:  European J Org Chem       Date:  2015-04

Review 4.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

5.  Cascade palladium catalysis: a predictable and selectable regiocontrolled synthesis of N-arylbenzimidazoles.

Authors:  Nathan T Jui; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-13       Impact factor: 15.336

6.  PIII /PV =O Catalyzed Cascade Synthesis of N-Functionalized Azaheterocycles.

Authors:  Trevor V Nykaza; Gen Li; Junyu Yang; Michael R Luzung; Alexander T Radosevich
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-29       Impact factor: 15.336

7.  Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles.

Authors:  S N Murthy Boddapati; Ramana Tamminana; Ravi Kumar Gollapudi; Sharmila Nurbasha; Mohamed E Assal; Osamah Alduhaish; Mohammed Rafiq H Siddiqui; Hari Babu Bollikolla; Syed Farooq Adil
Journal:  Molecules       Date:  2020-04-14       Impact factor: 4.411
  7 in total

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