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

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.

SUBMITTER: Crochet E

PROVIDER: S-EPMC10100357 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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

Crochet Etienne E Anthore-Dalion Lucile L Cantat Thibault T

Angewandte Chemie (International ed. in English) 20221130 1

Easily accessible via a simple esterification of alcohols with formic acid, alkyl formates are used as a novel class of transfer hydroalkylation reagents, CO<sub>2</sub> 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 previous ...[more]

PMID: 36259458

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