Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media

Jin Jin Yun; Man Ling Zhi; Wen Xiao Shi; Xue Qiang Chu; Zhi Liang Shen; Teck Peng Loh

doi:10.1002/adsc.201800301

Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media

Jin Jin Yun, Man Ling Zhi, Wen Xiao Shi, Xue Qiang Chu, Zhi Liang Shen^*, Teck Peng Loh

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

27 Citations (Scopus)

Abstract

The hydration of α,β-unsaturated ketones with water proceeded efficiently in the presence of In(OTf)₃ (20 mol%) in aqueous media to afford synthetically versatile β-hydroxyketones in moderate to good yields with good functional group compatibility. The method also can be extended to the hydroalkoxylation of α,β-unsaturated ketones with various alcohols for the efficient synthesis of β-alkoxyketones as well as tetrahydrofuran derivatives. (Figure presented.).

Original language	English
Pages (from-to)	2632-2637
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	360
Issue number	14
DOIs	https://doi.org/10.1002/adsc.201800301
Publication status	Published - Jul 16 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

Catalysis
Organic Chemistry

Keywords

Aqueous media
Hydroalkoxylation
Hydroxylation
Indium
β-Hydroxyl ketone

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10.1002/adsc.201800301

Cite this

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title = "Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media",

abstract = "The hydration of α,β-unsaturated ketones with water proceeded efficiently in the presence of In(OTf)3 (20 mol%) in aqueous media to afford synthetically versatile β-hydroxyketones in moderate to good yields with good functional group compatibility. The method also can be extended to the hydroalkoxylation of α,β-unsaturated ketones with various alcohols for the efficient synthesis of β-alkoxyketones as well as tetrahydrofuran derivatives. (Figure presented.).",

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T1 - Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media

AU - Yun, Jin Jin

AU - Zhi, Man Ling

AU - Shi, Wen Xiao

AU - Chu, Xue Qiang

AU - Shen, Zhi Liang

AU - Loh, Teck Peng

PY - 2018/7/16

Y1 - 2018/7/16

N2 - The hydration of α,β-unsaturated ketones with water proceeded efficiently in the presence of In(OTf)3 (20 mol%) in aqueous media to afford synthetically versatile β-hydroxyketones in moderate to good yields with good functional group compatibility. The method also can be extended to the hydroalkoxylation of α,β-unsaturated ketones with various alcohols for the efficient synthesis of β-alkoxyketones as well as tetrahydrofuran derivatives. (Figure presented.).

AB - The hydration of α,β-unsaturated ketones with water proceeded efficiently in the presence of In(OTf)3 (20 mol%) in aqueous media to afford synthetically versatile β-hydroxyketones in moderate to good yields with good functional group compatibility. The method also can be extended to the hydroalkoxylation of α,β-unsaturated ketones with various alcohols for the efficient synthesis of β-alkoxyketones as well as tetrahydrofuran derivatives. (Figure presented.).

KW - Aqueous media

KW - Hydroalkoxylation

KW - Hydroxylation

KW - Indium

KW - β-Hydroxyl ketone

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ER -

Indium(III)-Catalyzed Hydration and Hydroalkoxylation of α,β-Unsaturated Ketones in Aqueous Media

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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