Literature DB >> 12633100

Palladium-catalyzed microwave-assisted amination of 1-bromonaphthalenes and 5- and 8-bromoquinolines.

Tammy Wang1, David R Magnin, Lawrence G Hamann.   

Abstract

[reaction: see text] 1-Aminonaphthalenes and 5- and 8-aminoquinolines were rapidly prepared from the respective aryl bromides in good yields by Pd-catalyzed aryl amination under microwave conditions. Consistent improvements in yields over those obtained under standard conditions were seen with quinoline substrates. In the cases where 5-bromo-8-cyanoquinoline was used as a substrate, no desired products were obtained under standard conditions with a number of different primary and secondary amines. However, microwave conditions provided the desired products in good to excellent yields.

Entities:  

Year:  2003        PMID: 12633100     DOI: 10.1021/ol034072h

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


  3 in total

1.  Studies on high-temperature amination reactions of aromatic chlorides using discrete palladium-N-heterocyclic carbene (NHC) complexes and in situ palladium/imidazolium salt protocols.

Authors:  Andrew J McCarroll; David A Sandham; Lisa R Titcomb; Alexandra K de K Lewis; F Geoffrey N Cloke; Brian P Davies; Alejandro Perez de Santana; Wolfgang Hiller; Stephen Caddick
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

2.  Development of (S)-N6-(2-(4-(isoquinolin-1-yl)piperazin-1-yl)ethyl)-N6-propyl-4,5,6,7-tetrahydrobenzo[d]-thiazole-2,6-diamine and its analogue as a D3 receptor preferring agonist: potent in vivo activity in Parkinson's disease animal models.

Authors:  Balaram Ghosh; Tamara Antonio; Juan Zhen; Prashant Kharkar; Maarten E A Reith; Aloke K Dutta
Journal:  J Med Chem       Date:  2010-02-11       Impact factor: 7.446

3.  Palladium-catalyzed amination of dichloroquinolines with adamantane-containing amines.

Authors:  Anton S Abel; Alexei D Averin; Olga A Maloshitskaya; Evgenii N Savelyev; Boris S Orlinson; Ivan A Novakov; Irina P Beletskaya
Journal:  Molecules       Date:  2013-02-06       Impact factor: 4.411

  3 in total

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