Literature DB >> 18302396

Allylation of N-heterocycles with allylic alcohols employing self-assembling palladium phosphane catalysts.

Ippei Usui1, Stefan Schmidt, Manfred Keller, Bernhard Breit.   

Abstract

The first palladium catalyst system that allows the direct allylation of indoles with allylic alcohols as substrates with water being the only byproduct is presented. The application of self-assembling ligands based on complementary hydrogen bonding was the key to success.

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Year:  2008        PMID: 18302396     DOI: 10.1021/ol800073v

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


  12 in total

1.  Supramolecular catalysis beyond enzyme mimics.

Authors:  Jurjen Meeuwissen; Joost N H Reek
Journal:  Nat Chem       Date:  2010-07-23       Impact factor: 24.427

2.  Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates.

Authors:  Seung Wook Kim; Tabitha T Schempp; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-05-06       Impact factor: 15.336

3.  Friedel-Crafts Alkylation of Indoles with Trichloroacetimidates.

Authors:  Tamie Suzuki; John D Chisholm
Journal:  Tetrahedron Lett       Date:  2019-04-03       Impact factor: 2.415

4.  Gold(I)-catalyzed amination of allylic alcohols with cyclic ureas and related nucleophiles.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

5.  Gold(I)-catalyzed intramolecular amination of allylic alcohols with alkylamines.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Org Lett       Date:  2011-02-11       Impact factor: 6.005

Review 6.  Transition Metal Catalysis Controlled by Hydrogen Bonding in the Second Coordination Sphere.

Authors:  Joost N H Reek; Bas de Bruin; Sonja Pullen; Tiddo J Mooibroek; Alexander M Kluwer; Xavier Caumes
Journal:  Chem Rev       Date:  2022-05-20       Impact factor: 72.087

7.  Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles.

Authors:  Thomas D Montgomery; Ye Zhu; Natsuko Kagawa; Viresh H Rawal
Journal:  Org Lett       Date:  2013-02-21       Impact factor: 6.005

8.  A review of new developments in the Friedel-Crafts alkylation - From green chemistry to asymmetric catalysis.

Authors:  Magnus Rueping; Boris J Nachtsheim
Journal:  Beilstein J Org Chem       Date:  2010-01-20       Impact factor: 2.883

9.  The regio- and stereospecific intermolecular dehydrative alkoxylation of allylic alcohols catalyzed by a gold(I) N-heterocyclic carbene complex.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Chemistry       Date:  2013-01-24       Impact factor: 5.236

10.  Activation of alcohols with carbon dioxide: intermolecular allylation of weakly acidic pronucleophiles.

Authors:  Simon B Lang; Theresa M Locascio; Jon A Tunge
Journal:  Org Lett       Date:  2014-08-04       Impact factor: 6.005

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