Literature DB >> 17718576

Efficient copper-catalyzed benzylic amidation with anhydrous chloramine-T.

Ranjana Bhuyan1, Kenneth M Nicholas.   

Abstract

Benzylic hydrocarbons are selectively converted to the corresponding sulfonamides by the [Cu(CH(3)CN)(4)]PF(6)-catalyzed reaction with anhydrous TolSO(2)NNaCl (chloramine-T). Under the same conditions, representative ethers are also alpha-amidated; olefins produce allyl sulfonamides, aziridines, and/or beta-chloro sulfonamides.

Entities:  

Year:  2007        PMID： 17718576     DOI： 10.1021/ol701544z

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


  6 in total

1.  A novel regiospecific cascade synthesis of sulfonamide derivatives from N-(2-polychloroethyl)sulfonamides via chloroaziridine intermediates in the presence of mercaptoethanol.

Authors:  Igor B Rozentsveig; Aleksandr V Popov; Gulnur N Rozentsveig; Valeriy Yu Serykh; Kirill A Chernyshev; Leonid B Krivdin; Galina G Levkovskaya
Journal:  Mol Divers       Date:  2010-03-25       Impact factor: 2.943

2.  Palladium(0)-catalyzed intermolecular amination of unactivated C(sp³)-H bonds.

Authors:  Jun Pan; Mingjuan Su; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-02       Impact factor: 15.336

3.  On the mechanism of nitrosoarene-alkyne cycloaddition.

Authors:  Andrea Penoni; Giovanni Palmisano; Yi-Lei Zhao; Kendall N Houk; Jerome Volkman; Kenneth M Nicholas
Journal:  J Am Chem Soc       Date:  2009-01-21       Impact factor: 15.419

4.  Oxidative Cyclization of Sulfamate Esters Using NaOCl - A Metal-Mediated Hoffman-Löffler Freytag Reaction.

Authors:  David N Zalatan; J Du Bois
Journal:  Synlett       Date:  2009-01-01       Impact factor: 2.454

5.  Ph3P/CCl4 as a highly efficient reagent for one-pot N-alkylation of sulfonamides from alcohols: a rapid route to N-alkyl sulfonamides synthesis.

Authors:  Mohammad Navid Soltani Rad; Somayeh Behrouz
Journal:  Mol Divers       Date:  2013-08-14       Impact factor: 2.943

6.  Allylic amination and N-arylation-based domino reactions providing rapid three-component strategies to fused pyrroles with different substituted patterns.

Authors:  Bo Jiang; Ying Li; Man-Su Tu; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  J Org Chem       Date:  2012-08-13       Impact factor: 4.354
  6 in total

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