Electrochemical Decarboxylative -Alkylation of Heterocycles

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2020 Sep 17

PMID 32941044

Citations 9

Authors

Tao Sheng

Hai-Jun Zhang

Ming Shang

Chi He

Julien C Vantourout

Phil S Baran

Affiliations

Soon will be listed here.

Abstract

An operationally simple method to employ nonactivated carboxylic acids as alkylating agents in the -alkylation of heterocycles is reported through an electrochemically driven anodic decarboxylative process. A wide substrate scope across a range of heterocycles is demonstrated along with a series of applications that significantly reduce the step count required to access such medicinally relevant structures.

Citing Articles

Modular access to saturated bioisosteres of anilines via photoelectrochemical decarboxylative C(sp)-N coupling.

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Electrochemical deoxygenative amination of stabilized alkyl radicals from activated alcohols.

Xu J, Liu Y, Wang Q, Tao X, Ni S, Zhang W Nat Commun. 2024; 15(1):6116.

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Electrophotochemical metal-catalyzed synthesis of alkylnitriles from simple aliphatic carboxylic acids.

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Late-Stage Isotopic Exchange of Primary Amines.

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Iron-mediated modular decarboxylative cross-nucleophile coupling.

Lutovsky G, Gockel S, Bundesmann M, Bagley S, Yoon T Chem. 2023; 9(6):1610-1621.

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