Catalyst-Free Transfer Hydrogenation of Activated Alkenes Exploit-ing Isopropanol as the Sole and Traceless Reductant

22 July 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Both metal-catalyzed and organocatalytic transfer hydrogenation reactions are widely employed for the reduction of C=C, C=O and C=N bonds. Described herein is an unconventional catalyst-free transfer hydrogenation reaction of activated al-kenes using isopropanol as an eco-friendly reductant and solvent. The reaction gives convenient synthetic access to a wide range of substituted malonic acid half oxyesters (SMAHOs) in moderate to good yields. Mechanistic investigations point to-wards an unprecedented hydrogen bond-assisted transfer hydrogenation process.

Keywords

Transfer hydrogenation
malonic acid half oxyesters
alkylidene Meldrum's acid

Supplementary materials

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Description
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Supporting Information
Description
Experimental procedures, computational details, spectroscopic data of compounds, NMR spectra of compounds and crystal structure data.
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