Literature DB >> 19262919

Metal-catalysed halogen exchange reactions of aryl halides.

Tom D Sheppard1.   

Abstract

Aryl halides are common synthetic targets themselves, and also highly versatile synthetic intermediates. Aryl chlorides are much more widely available and easier to synthesise than the other halide derivatives, so the development of effective methods for interconverting aryl halide derivatives would therefore be extremely useful. This article outlines which transformations are particularly desirable, and describes the progress that has been made on developing methods for carrying out those transformations using copper, nickel or palladium catalysts. The possible mechanisms of these reactions are discussed, with a view to identifying areas for future investigation.

Entities:  

Year:  2009        PMID: 19262919     DOI: 10.1039/b818155a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  17 in total

1.  Diamine Ligands in Copper-Catalyzed Reactions.

Authors:  David S Surry; Stephen L Buchwald
Journal:  Chem Sci       Date:  2010       Impact factor: 9.825

2.  An improved palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.

Authors:  Jun Pan; Xinyan Wang; Yong Zhang; Stephen L Buchwald
Journal:  Org Lett       Date:  2011-08-24       Impact factor: 6.005

3.  Unexpected C(carbene)-X (X: I, Br, Cl) Reductive Elimination From N-Heterocyclic Carbene Copper Halide Complexes Under Oxidative Conditions.

Authors:  Bo-Lin Lin; Peng Kang; T Daniel P Stack
Journal:  Organometallics       Date:  2010-09-13       Impact factor: 3.876

4.  Palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides.

Authors:  Xiaoqiang Shen; Alan M Hyde; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2010-10-13       Impact factor: 15.419

5.  Direct C(sp3)-H Cross Coupling Enabled by Catalytic Generation of Chlorine Radicals.

Authors:  Benjamin J Shields; Abigail G Doyle
Journal:  J Am Chem Soc       Date:  2016-09-21       Impact factor: 15.419

6.  Photo-induced iodination of aryl halides under very mild conditions.

Authors:  Lu Li; Wenbo Liu; Xiaoyue Mu; Zetian Mi; Chao-Jun Li
Journal:  Nat Protoc       Date:  2016-09-15       Impact factor: 13.491

7.  Synthesis of 6-substituted 1-oxoindanoyl isoleucine conjugates and modeling studies with the COI1-JAZ co-receptor complex of lima bean.

Authors:  Yoko Nakamura; Christian Paetz; Wolfgang Brandt; Anja David; Martha Rendón-Anaya; Alfredo Herrera-Estrella; Axel Mithöfer; Wilhelm Boland
Journal:  J Chem Ecol       Date:  2014-07-10       Impact factor: 2.626

8.  Facile continuous process for gas phase halogen exchange over supported alkyl phosphonium salts.

Authors:  Priti Sharma; Yoel Sasson
Journal:  RSC Adv       Date:  2018-01-12       Impact factor: 3.361

9.  Halide-Dependent Mechanisms of Reductive Elimination from Gold(III).

Authors:  Matthew S Winston; William J Wolf; F Dean Toste
Journal:  J Am Chem Soc       Date:  2015-06-11       Impact factor: 15.419

10.  Simple, Efficient and Controllable Synthesis of Iodo/Di-iodoarenes via Ipsoiododecarboxylation/Consecutive Iodination Strategy.

Authors:  Yun Yang; Lijuan Zhang; Guo-Jun Deng; Hang Gong
Journal:  Sci Rep       Date:  2017-01-16       Impact factor: 4.379

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