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Alkyl Formates as Transfer Hydroalkylation Reagents and Their Use in the Catalytic Conversion of Imines to Alkylamines

Etienne Crochet 1 Lucile Anthore-Dalion 1 Thibault Cantat 1 
1 LCMCE - Laboratoire de Chimie Moléculaire et de Catalyse pour l'Energie (ex LCCEF)
NIMBE UMR 3685 - Nanosciences et Innovation pour les Matériaux, la Biomédecine et l'Energie (ex SIS2M)
Abstract : Easily accessible via a simple esterification of alcohols with formic acid, alkyl formates are used as a novel class of transfer hydroalkylation reagents, CO2 acting as a traceless linker. As a proof-of-concept, their reactivity in the transfer hydroalkylation of imines is investigated, using a ruthenium-based catalyst and LiI as promoter to cleave the C−O σ–bond of the formate scaffold. Providing tertiary amines, the reaction displays a divergent regioselectivity compared to previously reported transfer hydroalkylation strategies.
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https://hal-cea.archives-ouvertes.fr/cea-03826192
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Submitted on : Monday, October 24, 2022 - 8:18:23 AM
Last modification on : Wednesday, October 26, 2022 - 3:32:19 AM

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Etienne Crochet, Lucile Anthore-Dalion, Thibault Cantat. Alkyl Formates as Transfer Hydroalkylation Reagents and Their Use in the Catalytic Conversion of Imines to Alkylamines. Angewandte Chemie International Edition, 2022, ⟨10.1002/anie.202214069⟩. ⟨cea-03826192⟩

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