Literature DB >> 17910013

Microwave-assisted palladium-catalyzed direct arylation of 1,4-disubstituted 1,2,3-triazoles with aryl chlorides.

Masayuki Iwasaki1, Hideki Yorimitsu, Koichiro Oshima.   

Abstract

Treatment of 1,4-disubstituted 1,2,3-triazoles with aryl chlorides in the presence of potassium carbonate under palladium catalysis and microwave irradiation at 250 degrees C for 15 min leads to arylation of the triazole at the 5-position. A variety of functional groups, including ester and hydroxy groups, are compatible. The procedure is suitable for the regioselective preparation of trisubstituted triazoles. Microwave irradiation accelerates the reaction, thus allowing the rapid synthesis of trisubstituted triazoles, which are difficult to synthesize selectively.

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Year:  2007        PMID: 17910013     DOI: 10.1002/asia.200700206

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  6 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.  Palladium-catalyzed indole, pyrrole, and furan arylation by aryl chlorides.

Authors:  Enrico T Nadres; Anna Lazareva; Olafs Daugulis
Journal:  J Org Chem       Date:  2010-12-30       Impact factor: 4.354

3.  "Click" and Olefin Metathesis Chemistry in Water at Room Temperature Enabled by Biodegradable Micelles.

Authors:  Bruce H Lipshutz; Zarko Bošković; Christopher S Crowe; Victoria K Davis; Hannah C Whittemore; David A Vosburg; Anna G Wenzel
Journal:  J Chem Educ       Date:  2013-11-12       Impact factor: 2.979

4.  Palladium- and copper-catalyzed arylation of carbon-hydrogen bonds.

Authors:  Olafs Daugulis; Hien-Quang Do; Dmitry Shabashov
Journal:  Acc Chem Res       Date:  2009-08-18       Impact factor: 22.384

Review 5.  An Overview on the Performance of 1,2,3-Triazole Derivatives as Corrosion Inhibitors for Metal Surfaces.

Authors:  Meryem Hrimla; Lahoucine Bahsis; My Rachid Laamari; Miguel Julve; Salah-Eddine Stiriba
Journal:  Int J Mol Sci       Date:  2021-12-21       Impact factor: 5.923

6.  Copper-catalyzed CuAAC/intramolecular C-H arylation sequence: Synthesis of annulated 1,2,3-triazoles.

Authors:  Rajkumar Jeyachandran; Harish Kumar Potukuchi; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2012-10-16       Impact factor: 2.883

  6 in total

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