Literature DB >> 18071580

A new palladium-mediated approach to 4-N-arylamino-1-butanols from peroxidic tetrahydrofuran and primary aromatic amines.

Henry F Russell1, John B Bremner, Jennifer Bushelle-Edghill, Melissa R Lewis, Stacey R Thomas, Floyd Bates.   

Abstract

Reaction of primary aromatic amines with peroxidic tetrahydrofuran (THF) in the presence of hydrogen and 10% palladium on carbon catalyst results in THF ring opening to give 4-N-arylamino-1-butanols in good yield. The reaction mechanism is believed to involve a free-radical sequence resulting in an imino alcohol subsequently reduced to product.

Entities:  

Year:  2007        PMID： 18071580      PMCID： PMC2128685          DOI： 10.1016/j.tetlet.2006.12.136

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


  4 in total

1.  New chiral phosphorus ligands for enantioselective hydrogenation.

Authors:  Wenjun Tang; Xumu Zhang
Journal:  Chem Rev       Date:  2003-08       Impact factor: 60.622

2.  Aminoborohydrides. 11. Facile reduction of N-alkyl lactams to the corresponding amines using lithium aminoborohydrides.

Authors:  J M Flaniken; C J Collins; M Lanz; B Singaram
Journal:  Org Lett       Date:  1999-09-09       Impact factor: 6.005

3.  Investigation into the structure-activity relationship of novel concentration dependent, dual action T-type calcium channel agonists/antagonists.

Authors:  William F McCalmont; Jaclyn R Patterson; Michael A Lindenmuth; Tiffany N Heady; Doris M Haverstick; Lloyd S Gray; Timothy L Macdonald
Journal:  Bioorg Med Chem       Date:  2005-06-01       Impact factor: 3.641

4.  The use of a continuous flow-reactor employing a mixed hydrogen-liquid flow stream for the efficient reduction of imines to amines.

Authors:  Steen Saaby; Kristian Rahbek Knudsen; Mark Ladlow; Steven V Ley
Journal:  Chem Commun (Camb)       Date:  2005-06-21       Impact factor: 6.222
  4 in total
  2 in total

1.  A new member of the fusaricidin family - structure elucidation and synthesis of fusaricidin E.

Authors:  Marcel Reimann; Louis P Sandjo; Luis Antelo; Eckhard Thines; Isabella Siepe; Till Opatz
Journal:  Beilstein J Org Chem       Date:  2017-07-20       Impact factor: 2.883

2.  Probing the substrate specificity of Trypanosoma brucei GlcNAc-PI de-N-acetylase with synthetic substrate analogues.

Authors:  Amy S Capes; Arthur Crossman; Michael D Urbaniak; Sophie H Gilbert; Michael A J Ferguson; Ian H Gilbert
Journal:  Org Biomol Chem       Date:  2014-02-12       Impact factor: 3.876
  2 in total

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