Literature DB >> 23952293

Gold-catalyzed hydration of haloalkynes to α-halomethyl ketones.

Longyong Xie1, Yundong Wu, Weiguo Yi, Lei Zhu, Jiannan Xiang, Weimin He.   

Abstract

A general atom-economical approach for the synthesis of α-halomethyl ketones is demonstrated through hydration of a wide range of haloalkynes. Other outstanding features include excellent yields from both alkyl- and aryl-substituted haloalkynes and wide functional group tolerance. This protocol is an alternative to conventional α-halogenation of ketones.

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Year:  2013        PMID: 23952293     DOI: 10.1021/jo401437w

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


  6 in total

1.  Regio- and Stereoselective Synthesis of 1,2-Dihaloalkenes Using In-Situ-Generated ICl, IBr, BrCl, I2, and Br2.

Authors:  Xiaojun Zeng; Shiwen Liu; Yuhao Yang; Yi Yang; Gerald B Hammond; Bo Xu
Journal:  Chem       Date:  2020-04-09       Impact factor: 22.804

2.  A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species.

Authors:  Shlomy Arava; Shimon Maksymenko; Keshaba Nanda Parida; Gulab K Pathe; Atul M More; Yuriy B Lipisa; Alex M Szpilman
Journal:  J Vis Exp       Date:  2018-08-16       Impact factor: 1.355

Review 3.  Synthetic Access to Aromatic α-Haloketones.

Authors:  Marre Porré; Gianmarco Pisanò; Fady Nahra; Catherine S J Cazin
Journal:  Molecules       Date:  2022-06-02       Impact factor: 4.927

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.  Aminium cation-radical catalysed selective hydration of (E)-aryl enynes.

Authors:  Marie-Claire Giel; Andrew S Barrow; Christopher J Smedley; William Lewis; John E Moses
Journal:  Chem Commun (Camb)       Date:  2021-07-15       Impact factor: 6.065

6.  Micellar catalysis-enabled sustainable ppm Au-catalyzed reactions in water at room temperature.

Authors:  Piyatida Klumphu; Camille Desfeux; Yitao Zhang; Sachin Handa; Fabrice Gallou; Bruce H Lipshutz
Journal:  Chem Sci       Date:  2017-07-20       Impact factor: 9.825

  6 in total

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