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Alkyl formates as transfer hydroalkylation reagents and their use in the 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 reverse and complementary regioselectivity compared to previously reported transfer hydroalkylation strategies.
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Preprints, Working Papers, ...
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https://hal-cea.archives-ouvertes.fr/cea-03712544
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Submitted on : Monday, July 4, 2022 - 8:25:24 AM
Last modification on : Wednesday, July 6, 2022 - 3:37:33 AM

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Etienne Crochet, Lucile Anthore-Dalion, Thibault Cantat. Alkyl formates as transfer hydroalkylation reagents and their use in the conversion of imines to alkylamines. 2022. ⟨cea-03712544⟩

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