Literature DB >> 21243693

Heterogeneously catalyzed efficient hydration of alkynes to ketones by tin-tungsten mixed oxides.

Xiongjie Jin1, Takamichi Oishi, Kazuya Yamaguchi, Noritaka Mizuno.   

Abstract

The Sn-W mixed oxide prepared by calcination of the Sn-W mixed hydroxide precursor with a Sn/W molar ratio of 2:1 at 800 °C (SnW2-800) acts as an efficient heterogeneous catalyst for the hydration of alkynes. Structurally diverse terminal and internal alkynes, including aromatic, aliphatic, and double-bond-containing ones, can be converted into the corresponding ketones in moderate to high yields. The catalytic activity of SnW2-800 is much higher than those of previously reported heterogeneous catalysts and commonly utilized acid catalysts. The observed catalysis was truly heterogeneous, and the retrieved catalyst can be reused at least three times with retention of its high catalytic performance. The reaction rate for the SnW2-800-catalyzed hydration was decreased by addition of 2,6-lutidine and the hydration hardly proceeded in the presence of an equimolar amount of this compound with respect to that of the Brønsted acid sites in SnW2-800. Therefore, the present hydration is mainly promoted by the Brønsted acid sites in SnW2-800.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2010        PMID: 21243693     DOI: 10.1002/chem.201002761

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


  2 in total

1.  Task-specific ionic liquid and CO2-cocatalysed efficient hydration of propargylic alcohols to α-hydroxy ketones.

Authors:  Yanfei Zhao; Zhenzhen Yang; Bo Yu; Hongye Zhang; Huanjun Xu; Leiduan Hao; Buxing Han; Zhimin Liu
Journal:  Chem Sci       Date:  2015-01-15       Impact factor: 9.825

2.  Iodine-mediated hydration of alkynes on keto-functionalized scaffolds: mechanistic insight and the regiospecific hydration of internal alkynes.

Authors:  Zachary Lee; Brandon R Jones; Nyochembeng Nkengbeza; Michael Phillips; Kayla Valentine; Alexis Stewart; Brandon Sellers; Nicholas Shuber; Karelle S Aiken
Journal:  Beilstein J Org Chem       Date:  2019-11-14       Impact factor: 2.883

  2 in total

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