Literature DB >> 15068089

Coupling-isomerization-coupling sequences switched on by propargyl alcohol-enone-isomerization.

Roland U Braun1, Thomas J J Müller.   

Abstract

The coupling-isomerization-reaction (CIR) of an electron-deficient halide 1 with 1-(p-bromo phenyl) propyne-1-ol (2) leads to an in-situ activation of the carbon-bromine bond towards oxidative addition and has been elaborated to a consecutive CIR-coupling sequence where subsequent palladium catalyzed coupling reactions such as Sonogashira, CIR, Heck, or Suzuki reactions allow a rapid construction of more complex frameworks in a one-pot reaction and in moderate to good yields.

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Year:  2003        PMID: 15068089     DOI: 10.1023/b:modi.0000006782.32899.94

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  4 in total

1.  An Unexpected Coupling - Isomerization Sequence as an Entry to Novel Three-Component-Pyrazoline Syntheses This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie. We thank Prof. Dr. H. Mayr for his generous support.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-04       Impact factor: 15.336

2.  A novel 1,5-benzoheteroazepine synthesis via a one-Pot coupling-isomerization-cyclocondensation sequence

Authors: 
Journal:  Org Lett       Date:  2000-12-28       Impact factor: 6.005

3.  A novel one-pot pyrrole synthesis via a coupling-isomerization-Stetter-Paal-Knorr sequence.

Authors:  R U Braun; K Zeitler; T J Müller
Journal:  Org Lett       Date:  2001-10-18       Impact factor: 6.005

4.  A novel three-component one-pot pyrimidine synthesis based upon a coupling-isomerization sequence.

Authors:  T J Müller; R Braun; M Ansorge
Journal:  Org Lett       Date:  2000-06-29       Impact factor: 6.005

  4 in total

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