Literature DB >> 19317495

Palladium-catalyzed intramolecular direct arylation of benzoic acids by tandem decarboxylation/C-H activation.

Congyang Wang1, Isabel Piel, Frank Glorius.   

Abstract

A novel protocol for the palladium-catalyzed intramolecular direct arylation of benzoic acids is reported, which combines decarboxylation and C-H activation into one efficient process. With the optimized catalyst system of palladium trifluoroacetate, silver carbonate, and the proper solvent mixture (5% DMSO/dioxane), dibenzofuran derivatives are formed in excellent yield and selectivity.

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Year:  2009        PMID： 19317495     DOI： 10.1021/ja8100598

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  17 in total

1.  DFT investigation on the decarboxylation mechanism of ortho hydroxy benzoic acids with acid catalysis.

Authors:  Yanying Hu; Lu Gao; Zhoutong Dai; Guojuan Sun; Tongcun Zhang; Shiru Jia; Yujie Dai; Xiuli Zhang
Journal:  J Mol Model       Date:  2016-02-13       Impact factor: 1.810

2.  A general method for copper-catalyzed arene cross-dimerization.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2011-08-08       Impact factor: 15.419

3.  Nickel-Catalyzed Decarboxylative Arylation of Azoles with Perfluoro- and Nitrobenzoates.

Authors:  Jennifer M Crawford; Kyle E Shelton; Emily K Reeves; Bryce K Sadarananda; Dipannita Kalyani
Journal:  Org Chem Front       Date:  2015-05-12       Impact factor: 5.281

4.  Practical radical cyclizations with arylboronic acids and trifluoroborates.

Authors:  Jonathan W Lockner; Darryl D Dixon; Rune Risgaard; Phil S Baran
Journal:  Org Lett       Date:  2011-09-16       Impact factor: 6.005

5.  Ligand-accelerated cross-coupling of C(sp2)-H bonds with arylboron reagents.

Authors:  Keary M Engle; Peter S Thuy-Boun; Michael Dang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2011-10-21       Impact factor: 15.419

6.  General method for the synthesis of salicylic acids from phenols through palladium-catalyzed silanol-directed C-H carboxylation.

Authors:  Yang Wang; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-19       Impact factor: 15.336

7.  Mild aromatic palladium-catalyzed protodecarboxylation: kinetic assessment of the decarboxylative palladation and the protodepalladation steps.

Authors:  Joshua S Dickstein; John M Curto; Osvaldo Gutierrez; Carol A Mulrooney; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-04-29       Impact factor: 4.354

8.  TBDPS and Br-TBDPS protecting groups as efficient aryl group donors in Pd-catalyzed arylation of phenols and anilines.

Authors:  Chunhui Huang; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

9.  2-(o-Tol-yloxy)benzoic acid.

Authors:  Jia-Ying Xu; Wei-Hua Cheng; Xun Zhu; Dong-Ya Gu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-05-14

10.  Nickel-catalyzed decarboxylative cross-coupling of perfluorobenzoates with aryl halides and sulfonates.

Authors:  Logan W Sardzinski; William C Wertjes; Abigail M Schnaith; Dipannita Kalyani
Journal:  Org Lett       Date:  2015-02-20       Impact factor: 6.005
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