Literature DB >> 23958931

Highly regioselective synthesis of 2,4,5-(hetero)aryl substituted oxazoles by intermolecular [3+2]-cycloaddition of unsymmetrical internal alkynes.

Elli Chatzopoulou1, Paul W Davies.   

Abstract

A robust N-nucleophilic 1,3-N,O-dipole equivalent reacts with unsymmetrical internal alkynes under gold catalysis. Conjugation from a remote nitrogen lone pair enables and controls this convergent and highly regioselective process.

Entities:  

Year:  2013        PMID: 23958931     DOI: 10.1039/c3cc45410j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

1.  Gold(I)-Catalyzed Synthesis of 3-Sulfenyl Pyrroles and Indoles by a Regioselective Annulation of Alkynyl Thioethers.

Authors:  Peter E Simm; Prakash Sekar; Jeffery Richardson; Paul W Davies
Journal:  ACS Catal       Date:  2021-05-13       Impact factor: 13.084

2.  Meeting the challenge of intermolecular gold(I)-catalyzed cycloadditions of alkynes and allenes.

Authors:  Michael E Muratore; Anna Homs; Carla Obradors; Antonio M Echavarren
Journal:  Chem Asian J       Date:  2014-07-22

3.  Atom-economic generation of gold carbenes: gold-catalyzed formal [3+2] cycloaddition between ynamides and isoxazoles.

Authors:  Ai-Hua Zhou; Qiao He; Chao Shu; Yong-Fei Yu; Shuang Liu; Tian Zhao; Wei Zhang; Xin Lu; Long-Wu Ye
Journal:  Chem Sci       Date:  2014-11-12       Impact factor: 9.825

4.  Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles.

Authors:  Raju Jannapu Reddy; Matthew P Ball-Jones; Paul W Davies
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-19       Impact factor: 15.336

5.  Gold-catalyzed bicyclic annulations of 4-methoxy-1,2-dienyl-5-ynes with isoxazoles to form indolizine derivatives via an Au-π-allene intermediate.

Authors:  Antony Sekar Kulandai Raj; Kuo-Chen Tan; Liang-Yu Chen; Mu-Jeng Cheng; Rai-Shung Liu
Journal:  Chem Sci       Date:  2019-05-22       Impact factor: 9.825

6.  3-Alkynylindoles as Building Blocks for the Synthesis of Electronically Tunable Indole-Based Push-Pull Chromophores.

Authors:  Kübra Erden; Cagatay Dengiz
Journal:  J Org Chem       Date:  2022-03-01       Impact factor: 4.354

7.  Asymmetric Synthesis of Tetrahydroisoquinoline Derivatives through 1,3-Dipolar Cycloaddition of C,N-Cyclic Azomethine Imines with Allyl Alkyl Ketones.

Authors:  Guipeng Feng; Guoyang Ma; Wenyan Chen; Shaohong Xu; Kaikai Wang; Shaoyan Wang
Journal:  Molecules       Date:  2021-05-17       Impact factor: 4.411

8.  1,2-N-migration in a gold-catalysed synthesis of functionalised indenes by the 1,1-carboalkoxylation of ynamides.

Authors:  Holly V Adcock; Thomas Langer; Paul W Davies
Journal:  Chemistry       Date:  2014-05-14       Impact factor: 5.236

9.  Transition metal-free cross-coupling of furan ring with haloacetylenes.

Authors:  Lyubov N Sobenina; Denis N Tomilin; Maxim D Gotsko; Igor A Ushakov; Boris A Trofimov
Journal:  Tetrahedron       Date:  2018-02-12       Impact factor: 2.457

  9 in total

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