Literature DB >> 17924641

Gold-catalyzed hydroarylation of allenes: a highly regioselective carbon-carbon bond formation producing six-membered rings.

Toshiaki Watanabe1, Shinya Oishi, Nobutaka Fujii, Hiroaki Ohno.   

Abstract

Gold-catalyzed intramolecular hydroarylation of allenic anilines and phenols offers an efficient route to dihydroquinoline and chromene derivatives under mild reaction conditions. The hydroarylation takes place at the terminal or central allenic carbon depending on the substrate structure, leading to a highly selective formation of six-membered rings.

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Year:  2007        PMID: 17924641     DOI: 10.1021/ol702179n

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


  8 in total

1.  Gold(I)-catalyzed intermolecular hydroarylation of allenes with nucleophilic arenes: scope and limitations.

Authors:  Michael A Tarselli; Ann Liu; Michel R Gagné
Journal:  Tetrahedron       Date:  2009-02       Impact factor: 2.457

2.  Gold(I)-Catalyzed Hydroarylation of Allenes with Indoles.

Authors:  Kristina L Toups; Gordon T Liu; Ross A Widenhoefer
Journal:  J Organomet Chem       Date:  2009-02-15       Impact factor: 2.369

3.  Gold(I)-catalyzed intramolecular hydroarylation of allenes.

Authors:  Michael A Tarselli; Michel R Gagné
Journal:  J Org Chem       Date:  2008-02-16       Impact factor: 4.354

4.  Saucy-Marbet Rearrangements of Alkynyl Halides in the Synthesis of Highly Enantiomerically Enriched Allenyl Halides.

Authors:  Yu Tang; Lichun Shen; Becky J Dellaria; Richard P Hsung
Journal:  Tetrahedron Lett       Date:  2008-11-03       Impact factor: 2.415

5.  Synthesis of amido-spiro[2.2]pentanes via Simmons-Smith cyclopropanation of allenamides.

Authors:  Ting Lu; Ryuji Hayashi; Richard P Hsung; Kyle A DeKorver; Andrew G Lohse; Zhenlei Song; Yu Tang
Journal:  Org Biomol Chem       Date:  2009-06-19       Impact factor: 3.876

Review 6.  Allenamides: a powerful and versatile building block in organic synthesis.

Authors:  Ting Lu; Zhenjie Lu; Zhi-Xiong Ma; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2013-04-04       Impact factor: 60.622

Review 7.  Ligand effects in homogeneous Au catalysis.

Authors:  David J Gorin; Benjamin D Sherry; F Dean Toste
Journal:  Chem Rev       Date:  2008-07-25       Impact factor: 60.622

8.  Gold(I)-catalyzed intramolecular enantioselective hydroarylation of allenes with indoles.

Authors:  Cong Liu; Ross A Widenhoefer
Journal:  Org Lett       Date:  2007-04-12       Impact factor: 6.005

  8 in total

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