Literature DB >> 21250750

Palladium-catalyzed tandem fluorination and cyclization of enynes.

Haihui Peng1, Guosheng Liu.   

Abstract

A novel palladium-catalyzed tandem fluorination and cyclization of enynes has been developed. A favorable cis-fluoropalladation is proposed as a key step to construct a vinyl-F bond, and the final C(sp3)-Pd bond is reduced by alcohol. This transformation represents an efficient road to synthesize fluorinated lactams.

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Year:  2011        PMID： 21250750     DOI： 10.1021/ol103039x

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


  8 in total

1.  Steric Crowding Makes Challenging C(sp3)-F Reductive Eliminations Feasible.

Authors:  Shu-Bin Zhao; Jennifer J Becker; Michel R Gagné
Journal:  Organometallics       Date:  2011-08-08       Impact factor: 3.876

2.  Stereoselective synthesis of γ-lactams from imines and cyanosuccinic anhydrides.

Authors:  Darlene Q Tan; Ashkaan Younai; Ommidala Pattawong; James C Fettinger; Paul Ha-Yeon Cheong; Jared T Shaw
Journal:  Org Lett       Date:  2013-09-26       Impact factor: 6.005

3.  Catalytic enantioselective cyclization and C3-fluorination of polyenes.

Authors:  Nikki A Cochrane; Ha Nguyen; Michel R Gagne
Journal:  J Am Chem Soc       Date:  2013-01-08       Impact factor: 15.419

4.  Combination of gold catalysis and Selectfluor for the synthesis of fluorinated nitrogen heterocycles.

Authors:  Antoine Simonneau; Pierre Garcia; Jean-Philippe Goddard; Virginie Mouriès-Mansuy; Max Malacria; Louis Fensterbank
Journal:  Beilstein J Org Chem       Date:  2011-10-07       Impact factor: 2.883

5.  Catalytic Intramolecular Aminofluorination, Oxyfluorination, and Carbofluorination with a Stable and Versatile Hypervalent Fluoroiodine Reagent.

Authors:  Weiming Yuan; Kálmán J Szabó
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-09       Impact factor: 15.336

6.  Palladium(II)-Catalysed Aminocarbonylation of Terminal Alkynes for the Synthesis of 2-Ynamides: Addressing the Challenges of Solvents and Gas Mixtures.

Authors:  N Louise Hughes; Clare L Brown; Andrew A Irwin; Qun Cao; Mark J Muldoon
Journal:  ChemSusChem       Date:  2017-01-23       Impact factor: 8.928

7.  The development and mechanistic investigation of a palladium-catalyzed 1,3-arylfluorination of chromenes.

Authors:  Richard T Thornbury; Vaneet Saini; Talita de A Fernandes; Celine B Santiago; Eric P A Talbot; Matthew S Sigman; Jeffrey M McKenna; F Dean Toste
Journal:  Chem Sci       Date:  2017-02-09       Impact factor: 9.825

8.  Ligand-free copper-catalyzed C(sp3)-H imidation of aromatic and aliphatic methyl sulfides with N-fluorobenzenesulfonimide.

Authors:  Si-Chang Wang; Ming-Nan Feng; Yue Ji; Wei-Wei Han; Cong-Yu Ke; Qun-Zheng Zhang; Xun-Li Zhang
Journal:  RSC Adv       Date:  2021-03-25       Impact factor: 3.361
  8 in total

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