Literature DB >> 18754667

One-pot synthesis of benzofurans via palladium-catalyzed enolate arylation with o-bromophenols.

Christian Eidamshaus1, Jason D Burch.   

Abstract

A one-pot synthesis of benzofurans which utilizes a palladium-catalyzed enolate arylation is described. The process demonstrates broad substrate scope and provides differentially substituted benzofurans in moderate to excellent yields. The utility of the method is further demonstrated by the synthesis of the natural product eupomatenoid 6 in three steps.

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Year:  2008        PMID: 18754667     DOI: 10.1021/ol801510n

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


  10 in total

Review 1.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

2.  Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones.

Authors:  Timothy J Donohoe; Ben S Pilgrim; Geraint R Jones; José A Bassuto
Journal:  Proc Natl Acad Sci U S A       Date:  2012-07-02       Impact factor: 11.205

3.  Substrate-directed hydroacylation: rhodium-catalyzed coupling of vinylphenols and nonchelating aldehydes.

Authors:  Stephen K Murphy; Achim Bruch; Vy M Dong
Journal:  Angew Chem Int Ed Engl       Date:  2014-01-29       Impact factor: 15.336

4.  Palladium-catalyzed α-arylation of carbonyls in the de novo synthesis of aromatic heterocycles.

Authors:  Harish K Potukuchi; Anatol P Spork; Timothy J Donohoe
Journal:  Org Biomol Chem       Date:  2015-04-21       Impact factor: 3.876

5.  Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes.

Authors:  Yibiao Li; Liang Cheng; Xiaohang Liu; Bin Li; Ning Sun
Journal:  Beilstein J Org Chem       Date:  2014-12-04       Impact factor: 2.883

6.  Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles.

Authors:  Enrico Marelli; Martin Corpet; Yury Minenkov; Rifahath M Neyyappadath; Alessandro Bismuto; Giulia Buccolini; Massimiliano Curcio; Luigi Cavallo; Steven P Nolan
Journal:  ACS Catal       Date:  2016-03-30       Impact factor: 13.084

7.  Facile synthesis of 2-substituted benzo[b]furans and indoles by copper-catalyzed intramolecular cyclization of 2-alkynyl phenols and tosylanilines.

Authors:  Zhouting Rong; Kexin Gao; Lei Zhou; Jianyuan Lin; Guoying Qian
Journal:  RSC Adv       Date:  2019-06-07       Impact factor: 4.036

8.  Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds.

Authors:  Soumitra Agasti; Soham Maity; Kalman J Szabo; Debabrata Maiti
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

9.  Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles.

Authors:  Toan Dao-Huy; Maximilian Haider; Fabian Glatz; Michael Schnürch; Marko D Mihovilovic
Journal:  European J Org Chem       Date:  2014-11-17

10.  Synthesis of Some Benzofuran Derivatives Containing Pyrimidine Moiety as Potent Antimicrobial Agents.

Authors:  Talavara Venkatesh; Yadav Dasharathrao Bodke; Muthipeedika Nibin Joy; Bhadrapura Lakkappa Dhananjaya; Sivaramakrishnan Venkataraman
Journal:  Iran J Pharm Res       Date:  2018       Impact factor: 1.696

  10 in total

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