Literature DB >> 10458782

Synthesis of Diaryl Ethers: A Long-Standing Problem Has Been Solved.

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Abstract

A breakthrough in the synthesis of diaryl ethers has been achieved as shown in Equation (1). The coupling of phenols with aryl boronic acids in the presence of copper(II) acetate and a base proceeds under very mild conditions (room temperature) as described simultaneously by Evans et al. and Chan et al. Examples: R(1)=2-Cl, 2-I, 2-OMe, 4-tBu, 4-CH(2)CH(NHCOOtBu)CO(2)Me, 3,5-tBu(2); R(2)=2-Me, 3-OMe, 3-NO(2), 4-H, 4-F, 4-OMe.

Entities:  

Year:  1999        PMID: 10458782     DOI: 10.1002/(sici)1521-3773(19990816)38:16<2345::aid-anie2345>3.0.co;2-5

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

1.  Cu-catalyzed arylation of phenols: synthesis of sterically hindered and heteroaryl diaryl ethers.

Authors:  Debabrata Maiti; Stephen L Buchwald
Journal:  J Org Chem       Date:  2010-03-05       Impact factor: 4.354

2.  C-O bond Formation in a Microfluidic Reactor: High Yield SNAr Substitution of Heteroaryl Chlorides.

Authors:  Mohammad Parvez Alam; Barbara Jagodzinska; Jesus Campagna; Patricia Spilman; Varghese John
Journal:  Tetrahedron Lett       Date:  2016-05-11       Impact factor: 2.415

3.  Facile N-arylation of amines and sulfonamides and o-arylation of phenols and arenecarboxylic acids.

Authors:  Zhijian Liu; Richard C Larock
Journal:  J Org Chem       Date:  2006-04-14       Impact factor: 4.354

4.  Protonated nitro group as a gas-phase electrophile: experimental and theoretical study of the cyclization of o-nitrodiphenyl ethers, amines, and sulfides.

Authors:  Joseph T Moolayil; Mathai George; R Srinivas; Daryl Giblin; Amber Russell; Michael L Gross
Journal:  J Am Soc Mass Spectrom       Date:  2007-10-03       Impact factor: 3.109

5.  Catalysis with magnetically retrievable and recyclable nanoparticles layered with Pd(0) for C-C/C-O coupling in water.

Authors:  Alpesh K Sharma; Hemant Joshi; Ajai K Singh
Journal:  RSC Adv       Date:  2020-02-11       Impact factor: 4.036

6.  Palladium-catalyzed C-N and C-O bond formation of N-substituted 4-bromo-7-azaindoles with amides, amines, amino acid esters and phenols.

Authors:  Rajendra Surasani; Dipak Kalita; A V Dhanunjaya Rao; K B Chandrasekhar
Journal:  Beilstein J Org Chem       Date:  2012-11-19       Impact factor: 2.883

  6 in total

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