Literature DB >> 14870840

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

Andrew J McCarroll1, 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.   

Abstract

The palladium catalysed coupling of aryl chlorides and amines can be readily achieved with short reaction times when carried out at high temperatures under thermal or microwave conditions. These coupling protocols are successful using two co-ordinate palladium-N-heterocyclic carbene complexes, or imidazolium salt protocols.

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Year:  2003        PMID: 14870840     DOI: 10.1023/b:modi.0000006863.14423.da

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


  11 in total

1.  The development of L2X2Ru=CHR olefin metathesis catalysts: an organometallic success story.

Authors:  T M Trnka; R H Grubbs
Journal:  Acc Chem Res       Date:  2001-01       Impact factor: 22.384

Review 2.  Microwave-accelerated homogeneous catalysis in organic chemistry.

Authors:  Mats Larhed; Christina Moberg; Anders Hallberg
Journal:  Acc Chem Res       Date:  2002-09       Impact factor: 22.384

3.  Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands.

Authors:  M Scholl; S Ding; C W Lee; R H Grubbs
Journal:  Org Lett       Date:  1999-09-23       Impact factor: 6.005

4.  An improved method for the palladium-catalyzed amination of aryl iodides.

Authors:  M H Ali; S L Buchwald
Journal:  J Org Chem       Date:  2001-04-20       Impact factor: 4.354

5.  Boronic acids: new coupling partners in room-temperature Suzuki reactions of alkyl bromides. Crystallographic characterization of an oxidative-addition adduct generated under remarkably mild conditions.

Authors:  Jan H Kirchhoff; Matthew R Netherton; Ivory D Hills; Gregory C Fu
Journal:  J Am Chem Soc       Date:  2002-11-20       Impact factor: 15.419

6.  Amination reactions of aryl halides with nitrogen-containing reagents mediated by palladium/imidazolium salt systems.

Authors:  G A Grasa; M S Viciu; J Huang; S P Nolan
Journal:  J Org Chem       Date:  2001-11-16       Impact factor: 4.354

7.  Aqueous hydroxide as a base for palladium-catalyzed amination of aryl chlorides and bromides.

Authors:  Ryoichi Kuwano; Masaru Utsunomiya; John F Hartwig
Journal:  J Org Chem       Date:  2002-09-06       Impact factor: 4.354

8.  Mechanistic insights into the Pd(BINAP)-catalyzed amination of aryl bromides: kinetic studies under synthetically relevant conditions.

Authors:  Utpal K Singh; Eric R Strieter; Donna G Blackmond; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2002-11-27       Impact factor: 15.419

9.  P[N(i-Bu)CH2CH2]3N: a versatile ligand for the Pd-catalyzed amination of aryl chlorides.

Authors:  Sameer Urgaonkar; M Nagarajan; John G Verkade
Journal:  Org Lett       Date:  2003-03-20       Impact factor: 6.005

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

Authors:  Tammy Wang; David R Magnin; Lawrence G Hamann
Journal:  Org Lett       Date:  2003-03-20       Impact factor: 6.005

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