Literature DB >> 27325239

Room-Temperature Gold-Catalysed Arylation of Heteroarenes: Complementarity to Palladium Catalysis.

Alexander J Cresswell1, Guy C Lloyd-Jones2.   

Abstract

Tailoring of the pre-catalyst, the oxidant and the arylsilane enables the first room-temperature, gold-catalysed, innate C-H arylation of heteroarenes. Regioselectivity is consistently high and, in some cases, distinct from that reported with palladium catalysis. Tolerance to halides and boronic esters, in both the heteroarene and silane partners, provides orthogonality to Suzuki-Miyaura coupling.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H functionalisation; arylation; gold catalysis; heteroarenes; silicon

Year:  2016        PMID： 27325239     DOI： 10.1002/chem.201602893

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


  9 in total

Review 1.  Homogeneous Gold-Catalyzed Oxidation Reactions.

Authors:  Zhitong Zheng; Xu Ma; Xinpeng Cheng; Ke Zhao; Kaylaa Gutman; Tianyou Li; Liming Zhang
Journal:  Chem Rev       Date:  2021-02-16       Impact factor: 72.087

2.  Rational development of catalytic Au(I)/Au(III) arylation involving mild oxidative addition of aryl halides.

Authors:  Abdallah Zeineddine; Laura Estévez; Sonia Mallet-Ladeira; Karinne Miqueu; Abderrahmane Amgoune; Didier Bourissou
Journal:  Nat Commun       Date:  2017-09-18       Impact factor: 14.919

3.  Dual gold and photoredox catalysed C-H activation of arenes for aryl-aryl cross couplings.

Authors:  V Gauchot; D R Sutherland; A-L Lee
Journal:  Chem Sci       Date:  2017-01-27       Impact factor: 9.825

4.  Gold(iii)-arene complexes by insertion of olefins into gold-aryl bonds.

Authors:  Feriel Rekhroukh; Charlie Blons; Laura Estévez; Sonia Mallet-Ladeira; Karinne Miqueu; Abderrahmane Amgoune; Didier Bourissou
Journal:  Chem Sci       Date:  2017-04-19       Impact factor: 9.825

5.  Gold-Catalyzed C-H Functionalization with Aryl Germanes.

Authors:  Christoph Fricke; Amit Dahiya; William B Reid; Franziska Schoenebeck
Journal:  ACS Catal       Date:  2019-08-30       Impact factor: 13.084

6.  Formal Synthesis of (±)-Allocolchicine Via Gold-Catalysed Direct Arylation: Implication of Aryl Iodine(III) Oxidant in Catalyst Deactivation Pathways.

Authors:  Tom J A Corrie; Guy C Lloyd-Jones
Journal:  Top Catal       Date:  2017-04-19       Impact factor: 2.910

7.  Catalyst-Controlled Regioselectivity in Pd-Catalyzed Aerobic Oxidative Arylation of Indoles.

Authors:  Dian Wang; Chase A Salazar; Shannon S Stahl
Journal:  Organometallics       Date:  2021-04-08       Impact factor: 3.837

8.  Modular and Selective Arylation of Aryl Germanes (C-GeEt3 ) over C-Bpin, C-SiR3 and Halogens Enabled by Light-Activated Gold Catalysis.

Authors:  Grant J Sherborne; Avetik G Gevondian; Ignacio Funes-Ardoiz; Amit Dahiya; Christoph Fricke; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-12       Impact factor: 15.336

9.  Catalytic Au(i)/Au(iii) arylation with the hemilabile MeDalphos ligand: unusual selectivity for electron-rich iodoarenes and efficient application to indoles.

Authors:  Jessica Rodriguez; Abdallah Zeineddine; E Daiann Sosa Carrizo; Karinne Miqueu; Nathalie Saffon-Merceron; Abderrahmane Amgoune; Didier Bourissou
Journal:  Chem Sci       Date:  2019-06-18       Impact factor: 9.825
  9 in total

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