Literature DB >> 14703360

Facile O-arylation of phenols and carboxylic acids.

Zhijian Liu1, Richard C Larock.   

Abstract

[reaction: see text] A facile, transition-metal-free O-arylation procedure for phenols and aromatic carboxylic acids has been developed that affords good to excellent yields of arylated products under very mild reaction conditions. A methoxy-substituted aryl triflate affords O-arylated products in high yields with excellent regioselectivity. This chemistry tolerates a variety of functional groups.

Entities:  

Year:  2004        PMID: 14703360     DOI: 10.1021/ol0361406

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  22 in total

1.  Divergent Reactivity during the Trapping of Benzynes by Glycidol Analogs: Ring Cleavage via Pinacol-Like Rearrangements vs Oxirane Fragmentations.

Authors:  Juntian Zhang; Thomas R Hoye
Journal:  Org Lett       Date:  2019-04-10       Impact factor: 6.005

2.  Synthesis of xanthones, thioxanthones, and acridones by the coupling of arynes and substituted benzoates.

Authors:  Jian Zhao; Richard C Larock
Journal:  J Org Chem       Date:  2007-01-19       Impact factor: 4.354

3.  Reactions of hexadehydro-Diels-Alder benzynes with structurally complex multifunctional natural products.

Authors:  Sean P Ross; Thomas R Hoye
Journal:  Nat Chem       Date:  2017-02-27       Impact factor: 24.427

4.  Intermolecular C-O addition of carboxylic acids to arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  Org Lett       Date:  2010-07-16       Impact factor: 6.005

5.  The Phenol-Ene Reaction: Biaryl Synthesis via Trapping Reactions between HDDA-Generated Benzynes and Phenolics.

Authors:  Juntian Zhang; Dawen Niu; Vincent A Brinker; Thomas R Hoye
Journal:  Org Lett       Date:  2016-10-21       Impact factor: 6.005

6.  Synthesis of 9-Substituted Xanthenes by the Condensation of Arynes with ortho-Hydroxychalcones.

Authors:  Chun Lu; Anton V Dubrovskiy; Richard C Larock
Journal:  Tetrahedron Lett       Date:  2012-02-25       Impact factor: 2.415

7.  Synthesis of 9-fluorenylidenes and 9,10-phenanthrenes through palladium-catalyzed aryne annulation by o-halostyrenes and o-halo allylic benzenes.

Authors:  Shilpa A Worlikar; Richard C Larock
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

8.  Intermolecular C-O Addition of Carboxylic Acids to Arynes: Synthesis of o-Hydroxyaryl Ketones, Xanthones, 4-Chromanones, and Flavones.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  Tetrahedron       Date:  2013-02-04       Impact factor: 2.457

9.  Enamide-benzyne-[2 + 2] cycloaddition: stereoselective tandem [2 + 2]-pericyclic ring-opening-intramolecular N-tethered [4 + 2] cycloadditions.

Authors:  John B Feltenberger; Ryuji Hayashi; Yu Tang; Eric S C Babiash; Richard P Hsung
Journal:  Org Lett       Date:  2009-08-20       Impact factor: 6.005

10.  Formation of acridones by ethylene extrusion in the reaction of arynes with β-lactams and dihydroquinolinones.

Authors:  Yuesi Fang; Donald C Rogness; Richard C Larock; Feng Shi
Journal:  J Org Chem       Date:  2012-07-10       Impact factor: 4.354

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