Literature DB >> 14613142

Mild synthesis of polyfunctional benzimidazoles and indoles by the reduction of functionalized nitroarenes with phenylmagnesium chloride.

Wolfgang Dohle1, Anne Staubitz, Paul Knochel.   

Abstract

Phenylmagnesium chloride has been used for the conversion of selected nitroarenes into nitrenes. Their insertion into a neighboring sp(2) C-H bond yielded functionalized heterocycles. A novel and mild synthesis of polyfunctional benzimidazoles and indoles is described.

Entities:  

Year:  2003        PMID： 14613142     DOI： 10.1002/chem.200305090

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  10 in total

1.  PEt3-Mediated Deoxygenative C-N Coupling of Nitroarenes and Boronic Acids.

Authors:  Trevor V Nykaza; Junyu Yang; Alexander T Radosevich
Journal:  Tetrahedron       Date:  2019-03-25       Impact factor: 2.457

2.  P(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate.

Authors:  Gen Li; Ziyang Qin; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2020-09-11       Impact factor: 15.419

3.  Biphilic Organophosphorus-Catalyzed Intramolecular Csp2-H Amination: Evidence for a Nitrenoid in Catalytic Cadogan Cyclizations.

Authors:  Trevor V Nykaza; Antonio Ramirez; Tyler S Harrison; Michael R Luzung; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2018-02-12       Impact factor: 15.419

4.  Intermolecular Reductive C-N Cross Coupling of Nitroarenes and Boronic Acids by PIII/PV═O Catalysis.

Authors:  Trevor V Nykaza; Julian C Cooper; Gen Li; Nolwenn Mahieu; Antonio Ramirez; Michael R Luzung; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2018-11-02       Impact factor: 15.419

5.  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

6.  Halogen-Metal Exchange on Bromoheterocyclics with Substituents Containing an Acidic Proton via Formation of a Magnesium Intermediate.

Authors:  Qingqiang Tian; Suqin Shang; Huajun Wang; Guoqiang Shi; Zhiyao Li; Jianyong Yuan
Journal:  Molecules       Date:  2017-11-11       Impact factor: 4.411

7.  Pseudo-octahedral nickel(ii) complexes of strongly absorbing benzannulated pincer-type amido ligands: ligand-based redox and non-Aufbau electronic behaviour.

Authors:  Jason D Braun; Issiah B Lozada; Michael Shepit; Johan van Lierop; David E Herbert
Journal:  RSC Adv       Date:  2021-01-18       Impact factor: 3.361

8.  From N-H Nitration to Controllable Aromatic Mononitration and Dinitration-The Discovery of a Versatile and Powerful N-Nitropyrazole Nitrating Reagent.

Authors:  Tao Yang; Xiaoqian Li; Shuang Deng; Xiaotian Qi; Hengjiang Cong; Hong-Gang Cheng; Liangwei Shi; Qianghui Zhou; Lin Zhuang
Journal:  JACS Au       Date:  2022-08-31

9.  Counterion Control of t-BuO-Mediated Single Electron Transfer to Nitrostilbenes to Construct N-Hydroxyindoles or Oxindoles.

Authors:  Yingwei Zhao; Haoran Zhu; Siyoung Sung; Donald J Wink; Joseph M Zadrozny; Tom G Driver
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-20       Impact factor: 16.823

10.  An Improved PIII/PV═O-Catalyzed Reductive C-N Coupling of Nitroaromatics and Boronic Acids by Mechanistic Differentiation of Rate- and Product-Determining Steps.

Authors:  Gen Li; Trevor V Nykaza; Julian C Cooper; Antonio Ramirez; Michael R Luzung; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2020-03-25       Impact factor: 15.419
  10 in total

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