Literature DB >> 22807391

Gold catalysis: non-spirocyclic intermediates in the conversion of furanynes by the formal insertion of an alkyne into an aryl-alkyl C-C single bond.

A Stephen K Hashmi1, Tobias Häffner, Weibo Yang, Sreekumar Pankajakshan, Sascha Schäfer, Lara Schultes, Frank Rominger, Wolfgang Frey.   

Abstract

It takes al-kynes: The formation of furyl-substituted heterocycles from furanynes with donor groups on the furan-alkyne tether and mechanistic control experiments indicate the involvement of open-chained carbenium ions in the overall insertion of an alkyne into a C-C bond, rather than the usual spirocyclic intermediates.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22807391     DOI: 10.1002/chem.201200306

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

1.  Synthesis of a highly functionalized core of verrillin.

Authors:  Alec Saitman; Emmanuel A Theodorakis
Journal:  Org Lett       Date:  2013-04-30       Impact factor: 6.005

2.  Phosphite-Mediated Reductive Cross-Coupling of Isatins and Nitrostyrenes.

Authors:  Somayeh Motevalli; Jeffrey S Johnson
Journal:  Synthesis (Stuttg)       Date:  2017-05-02       Impact factor: 3.157

3.  Combining Zn Ion Catalysis with Homogeneous Gold Catalysis: An Efficient Annulation Approach to N-Protected Indoles.

Authors:  Yanzhao Wang; Lianzhu Liu; Liming Zhang
Journal:  Chem Sci       Date:  2013-02-01       Impact factor: 9.825

4.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

5.  One-Pot Asymmetric Nitro-Mannich/Hydroamination Cascades for the Synthesis of Pyrrolidine Derivatives: Combining Organocatalysis and Gold Catalysis.

Authors:  David M Barber; Andrej Duriš; Amber L Thompson; Hitesh J Sanganee; Darren J Dixon
Journal:  ACS Catal       Date:  2014-01-06       Impact factor: 13.084

6.  Modular synthesis of 2-furyl carbinols from 3-benzyldimethylsilylfurfural platforms relying on oxygen-assisted C-Si bond functionalization.

Authors:  Sebastien Curpanen; Per Reichert; Gabriele Lupidi; Giovanni Poli; Julie Oble; Alejandro Perez-Luna
Journal:  Beilstein J Org Chem       Date:  2022-09-16       Impact factor: 2.544

  6 in total

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