Iron-Catalyzed Chemoselective Transfer Hydrogenation of α,β-Unsaturated Ketones Using H<sub>2</sub>O as a Surrogate of Hydrogen

Sustainable and highly economical iron-catalyzed chemoselective reduction of C═C of α,β-unsaturated ketones has been established under mild reaction protocols. Water is used as a green and abundant surrogate of hydrogen and is scarcely used in organic synthetic transformations as a source of hydrogen. The developed protocol offers a broad spectrum for chemoselective transfer hydrogenation of α,β-unsaturated ketones. Moreover, the method was found to be highly effective for aryl and ferrocenyl α,β-unsaturated ketones consisting of one or two double bonds and with multiple functionalities. Moreover, the present method avoids prolonged reaction time, provides a wide range of substrates with excellent yield, and circumvents the tedious chromatographic workup.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-08-19
DOI
https://doi.org/10.1021/acs.joc.4c00601
Citations
5
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.79

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article

Iron-Catalyzed Chemoselective Transfer Hydrogenation of α,β-Unsaturated Ketones Using H2O as a Surrogate of Hydrogen

Sangeeta Kumari, Lalit Negi, Raj K. Joshi, Deepak Sharma et al.
5 citations
The Journal of Organic Chemistry
Asymmetric Hydrogenation and Catalysis
0.79
article

Iron-Catalyzed Chemoselective Transfer Hydrogenation of α,β-Unsaturated Ketones Using H2O as a Surrogate of Hydrogen

Sangeeta Kumari, Lalit Negi, Raj K. Joshi, Deepak Sharma, Manisha Manisha
article en
5 citations

Abstract

Sustainable and highly economical iron-catalyzed chemoselective reduction of C═C of α,β-unsaturated ketones has been established under mild reaction protocols. Water is used as a green and abundant surrogate of hydrogen and is scarcely used in organic synthetic transformations as a source of hydrogen. The developed protocol offers a broad spectrum for chemoselective transfer hydrogenation of α,β-unsaturated ketones. Moreover, the method was found to be highly effective for aryl and ferrocenyl α,β-unsaturated ketones consisting of one or two double bonds and with multiple functionalities. Moreover, the present method avoids prolonged reaction time, provides a wide range of substrates with excellent yield, and circumvents the tedious chromatographic workup.

The Journal of Organic ChemistryVol. 89(17)
Malaviya National Institute of Technology Jaipur (IN)
Council of Scientific and Industrial Research, India, University Grants Commission, Malaviya National Institute of Technology, Jaipur
Openalex Percentile: Top 33%
Asymmetric Hydrogenation and Catalysis
0.79
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Iron-Catalyzed Chemoselective Transfer Hydrogenation of α,β-Unsaturated Ketones Using H<sub>2</sub>O as a Surrogate of Hydrogen — Sangeeta Kumari, Lalit Negi, et al. · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS