Literature DB >> 20509613

Gold-catalyzed tandem cyclizations of 1,6-diynes triggered by internal N- and O-nucleophiles.

Christian A Sperger1, Anne Fiksdahl.   

Abstract

Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.

Entities:  

Year:  2010        PMID: 20509613     DOI: 10.1021/jo100712d

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Syntheses of α-pyrones using gold-catalyzed coupling reactions.

Authors:  Tuoping Luo; Mingji Dai; Shao-Liang Zheng; Stuart L Schreiber
Journal:  Org Lett       Date:  2011-05-02       Impact factor: 6.005

2.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

3.  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

4.  Highly Efficient Gold(I)-Catalyzed Regio- and Stereoselective Hydrocarboxylation of Internal Alkynes.

Authors:  Stéphanie Dupuy; Danila Gasperini; Steven P Nolan
Journal:  ACS Catal       Date:  2015-10-12       Impact factor: 13.084

5.  Convenient Synthesis of Benziodazolone: New Reagents for Direct Esterification of Alcohols and Amidation of Amines.

Authors:  Michael T Shea; Gregory T Rohde; Yulia A Vlasenko; Pavel S Postnikov; Mekhman S Yusubov; Viktor V Zhdankin; Akio Saito; Akira Yoshimura
Journal:  Molecules       Date:  2021-12-03       Impact factor: 4.411

6.  Gold(I)-Catalyzed Cycloisomerization of 3-Alkoxyl-1,6-diynes: A Facile Access to Bicyclo[2.2.1]hept-5-en-2-ones.

Authors:  Chao Hu; Tao Wang; Matthias Rudolph; Thomas Oeser; Abdullah M Asiri; A Stephen K Hashmi
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-24       Impact factor: 15.336

  6 in total

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