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Ni-Catalyzed Electrochemical Decarboxylative C-C Couplings in Batch and Continuous Flow.

ABSTRACT: An electrochemically driven, nickel-catalyzed reductive coupling of N-hydroxyphthalimide esters with aryl halides is reported. The reaction proceeds under mild conditions in a divided electrochemical cell and employs a tertiary amine as the reductant. This decarboxylative C(sp3)-C(sp2) bond-forming transformation exhibits excellent substrate generality and functional group compatibility. An operationally simple continuous-flow version of this transformation using a commercial electrochemical flow reactor represents a robust and scalable synthesis of value added coupling process.

SUBMITTER: Li H

PROVIDER: S-EPMC5838802 | biostudies-literature | 2018 Mar

REPOSITORIES: biostudies-literature

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Ni-Catalyzed Electrochemical Decarboxylative C-C Couplings in Batch and Continuous Flow.

Li Hui H Breen Christopher P CP Seo Hyowon H Jamison Timothy F TF Fang Yuan-Qing YQ Bio Matthew M MM

Organic letters 20180212 5

An electrochemically driven, nickel-catalyzed reductive coupling of N-hydroxyphthalimide esters with aryl halides is reported. The reaction proceeds under mild conditions in a divided electrochemical cell and employs a tertiary amine as the reductant. This decarboxylative C(sp<sup>3</sup>)-C(sp<sup>2</sup>) bond-forming transformation exhibits excellent substrate generality and functional group compatibility. An operationally simple continuous-flow version of this transformation using a commerci ...[more]

PMID: 29431449

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