Literature DB >> 20161137

Rapid synthesis of the indole-indolone scaffold via [3+2] annulation of arynes by methyl indole-2-carboxylates.

Donald C Rogness1, Richard C Larock.   

Abstract

The reaction of methyl indole-2-carboxylates and arynes affords a very efficient, high yielding synthesis of a novel indole-indolone ring system, which tolerates considerable functionality, is broad in scope and proceeds under mild reaction conditions.

Entities:  

Year:  2009        PMID： 20161137      PMCID： PMC2729915          DOI： 10.1016/j.tetlet.2009.04.047

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  15 in total

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2.  Novel heterocyclic scaffold consisting of indole-fused pteridines.

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Review 4.  Solid-phase synthesis of biologically active benzoannelated nitrogen heterocycles: an update.

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5.  Design, synthesis, and biological characterization of a caspase 3/7 selective isatin labeled with 2-[18F]fluoroethylazide.

Authors:  Graham Smith; Matthias Glaser; Meg Perumal; Quang-De Nguyen; Bo Shan; Erik Arstad; Eric O Aboagye
Journal:  J Med Chem       Date:  2008-12-25       Impact factor: 7.446

Review 6.  Natural product hybrids as new leads for drug discovery.

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Journal:  Angew Chem Int Ed Engl       Date:  2003-09-05       Impact factor: 15.336

7.  The direct acyl-alkylation of arynes.

Authors:  Uttam K Tambar; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2005-04-20       Impact factor: 15.419

8.  Efficient synthesis of fluoren-9-ones by the palladium-catalyzed annulation of arynes by 2-haloarenecarboxaldehydes.

Authors:  Jesse P Waldo; Xiaoxia Zhang; Feng Shi; Richard C Larock
Journal:  J Org Chem       Date:  2008-08-07       Impact factor: 4.354

Review 9.  Hybrid molecules with a dual mode of action: dream or reality?

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Journal:  Acc Chem Res       Date:  2007-08-01       Impact factor: 22.384

10.  Nickel-catalyzed coupling of arynes, alkenes, and boronic acids: dual role of the boronic acid.

Authors:  Thiruvellore Thatai Jayanth; Chien-Hong Cheng
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336
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  5 in total

1.  Synthesis of o-(dimethylamino)aryl ketones and acridones by the reaction of 1,1-dialkylhydrazones and arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  Org Lett       Date:  2011-07-11       Impact factor: 6.005

2.  Synthesis of dihydrobenzisoxazoles by the [3 + 2] cycloaddition of arynes and oxaziridines.

Authors:  Arif Kivrak; Richard C Larock
Journal:  J Org Chem       Date:  2010-11-05       Impact factor: 4.354

3.  Synthesis of benzisoxazolines by the coupling of arynes with nitrones.

Authors:  Chun Lu; Anton V Dubrovskiy; Richard C Larock
Journal:  J Org Chem       Date:  2012-02-16       Impact factor: 4.354

4.  Synthesis of o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles by the reaction of hydrazones and arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  J Org Chem       Date:  2012-12-03       Impact factor: 4.354

5.  Concise and Efficient Synthesis of Indole-Indolone Scaffolds through MeOTf-Induced Annulation of N-(2-Cyanoaryl)indoles.

Authors:  Song Zou; Yu Liu; Chanjuan Xi
Journal:  ACS Omega       Date:  2019-10-29
  5 in total

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