Literature DB >> 21547437

Lithium perchlorate-nitromethane-promoted alkylation of anilines with arylmethanols.

Jun Zhou1, Hai-Feng Mao, Lu Wang, Jian-Ping Zou, Wei Zhang.   

Abstract

A new application of lithium perchlorate-nitromethane (LPNM) for the formation of aromatic C-N and C-C bonds is introduced. LPNM-promoted reactions of anilines with diarylmethanols selectively generate N-alkylated anilines or mono and double Friedel-Crafts alkylation products under different conditions by changing the reaction time, reaction temperature, and the ratio of the reactants. This method does not require the use of transition metal catalysts to prepare alkylated aniline derivatives.

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Year:  2011        PMID： 21547437     DOI： 10.1007/s11030-011-9316-3

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  15 in total

1.  Efficient iron/copper co-catalyzed arylation of nitrogen nucleophiles.

Authors:  Marc Taillefer; Ning Xia; Armelle Ouali
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

2.  Amino acid promoted CuI-catalyzed C-N bond formation between aryl halides and amines or N-containing heterocycles.

Authors:  Hui Zhang; Qian Cai; Dawei Ma
Journal:  J Org Chem       Date:  2005-06-24       Impact factor: 4.354

3.  Highly selective room-temperature copper-catalyzed C-N coupling reactions.

Authors:  Alexandr Shafir; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2006-07-12       Impact factor: 15.419

4.  Highly Selective 1,2- and 1,4-Addition of Silyl Enol Ethers to alpha,beta-Unsaturated Carbonyl Compounds in 5 M Lithium Perchlorate-Nitromethane Medium.

Authors:  S. Sankararaman; R. Sudha
Journal:  J Org Chem       Date:  1999-03-19       Impact factor: 4.354

5.  Cesium effect: high chemoselectivity in direct N-alkylation of amines.

Authors:  Ralph Nicholas Salvatore; Advait S Nagle; Kyung Woon Jung
Journal:  J Org Chem       Date:  2002-02-08       Impact factor: 4.354

6.  Alkylation by secondary alcohols III: Fusion of medicinal sulfanilamides with benzhydrol.

Authors:  R E Moskalyk; J L Malicky
Journal:  J Pharm Sci       Date:  1975-02       Impact factor: 3.534

7.  Copper catalyzed coupling of aryl chlorides, bromides and iodides with amines and amides.

Authors:  Hanhui Xu; Christian Wolf
Journal:  Chem Commun (Camb)       Date:  2009-02-24       Impact factor: 6.222

8.  Reevaluation of the mechanism of the amination of aryl halides catalyzed by BINAP-ligated palladium complexes.

Authors:  Shashank Shekhar; Per Ryberg; John F Hartwig; Jinu S Mathew; Donna G Blackmond; Eric R Strieter; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2006-03-22       Impact factor: 15.419

9.  Nucleophilic substitution reactions of alcohols with use of montmorillonite catalysts as solid Brønsted acids.

Authors:  Ken Motokura; Nobuaki Nakagiri; Tomoo Mizugaki; Kohki Ebitani; Kiyotomi Kaneda
Journal:  J Org Chem       Date:  2007-07-13       Impact factor: 4.354

10.  [(CyPF-(t)Bu)PdCl2]: an air-stable, one-component, highly efficient catalyst for amination of heteroaryl and aryl halides.

Authors:  Qilong Shen; John F Hartwig
Journal:  Org Lett       Date:  2008-08-21       Impact factor: 6.005
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