Literature DB >> 17851438

C(aryl)-O bond formation from aryl methanesulfonates via consecutive deprotection and S(N)Ar reactions with aryl halides in an ionic liquid.

Hui Xu1, Yang Chen.   

Abstract

An efficient K3PO4-mediated synthesis of unsymmetrical diaryl ethers using the ionic liquid [Bmim]BF4 (1-butyl-3-methylimidazolium tetrafluoroborate) as solvent has been developed. The procedure involves consecutive deprotection of aryl methane-sulfonates and a nucleophilic aromatic substitution (S(N)Ar) with activated aryl halides.

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Year:  2007        PMID： 17851438      PMCID： PMC6149384          DOI： 10.3390/12040861

Source DB:  PubMed          Journal:  Molecules        ISSN： 1420-3049            Impact factor:   4.411


  6 in total

1.  Intramolecular O-arylation of phenols with phenylboronic acids: application to the synthesis of macrocyclic metalloproteinase inhibitors.

Authors:  C P Decicco; Y Song; D A Evans
Journal:  Org Lett       Date:  2001-04-05       Impact factor: 6.005

2.  Mild cleavage of aryl mesylates: methanesulfonate as potent protecting group for phenols.

Authors:  Tobias Ritter; Kyrill Stanek; Igor Larrosa; Erick M Carreira
Journal:  Org Lett       Date:  2004-04-29       Impact factor: 6.005

3.  Highly enantioselective Michael reactions catalyzed by a chiral quaternary ammonium salt. Illustration by asymmetric syntheses of (S)-ornithine and chiral 2-cyclohexenones.

Authors:  F Y Zhang; E J Corey
Journal:  Org Lett       Date:  2000-04-20       Impact factor: 6.005

4.  A mild and efficient ultrasound-assisted synthesis of diaryl ethers without any catalyst.

Authors:  Hui Xu; Wu-Ming Liao; Hong-Feng Li
Journal:  Ultrason Sonochem       Date:  2007-01-31       Impact factor: 7.491

5.  Lanthanide triflate-catalyzed three component synthesis of alpha-amino phosphonates in ionic liquids. A catalyst reactivity and reusability study.

Authors:  S Lee; J H Park; J Kang; J K Lee
Journal:  Chem Commun (Camb)       Date:  2001-09-07       Impact factor: 6.222

6.  Total Syntheses of Vancomycin and Eremomycin Aglycons.

Authors:  David A Evans; Michael R Wood; B Wesley Trotter; Timothy I Richardson; James C Barrow; Jeffrey L Katz
Journal:  Angew Chem Int Ed Engl       Date:  1998-10-16       Impact factor: 15.336
  6 in total

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