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Das, Tamal Kanti; Rodriguez Treviño, Agustin M; Pandiri, Sanjay; Irvankoski, Sini; Siitonen, Juha H; Rodriguez, Sara M; Yousufuddin, Muhammed; Kürti, László
Green chemistry : an international journal and green chemistry resource : GC, 01/2023, Volume: 25, Issue: 2Journal Article
Both metal-catalyzed and organocatalytic transfer hydrogenation reactions are widely employed for the reduction of C&z.dbd;O and C&z.dbd;N bonds. However, selective transfer hydrogenation reactions of C&z.dbd;C bonds remain challenging. Therefore, the chemoselective transfer hydrogenation of olefins under mild conditions and in the absence of metal catalysts, using readily available and inexpensive reducing agents ( i.e. primary and secondary alcohols), will mark a significant advancement towards the development of green transfer hydrogenation strategies. Described herein is an unconventional catalyst-free transfer hydrogenation reaction of activated alkenes 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 towards an unprecedented hydrogen bond-assisted transfer hydrogenation process. Described herein is an unconventional catalyst-free transfer hydrogenation reaction of activated alkenes using isopropanol as an eco-friendly reductant and solvent.
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