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Sacrificial Anode-Free Electrochemical Cross-Electrophile Coupling of 1,3-Diol Derivatives to Form Aliphatic and Aryl Cyclopropanes.

ABSTRACT: Cross-electrophile coupling reactions that forge C(sp³)-C(sp³) bonds are strategic methods for the synthesis of molecules with high F(sp³), yet very few employ electrochemical conditions as the necessary reductant. Herein, we report an electrochemical intramolecular cross-electrophile coupling reaction of 1,3-diol derivatives to access aliphatic and aryl cyclopropanes, including spirocyclic and fused bicyclic cyclopropanes. The scalable electrochemical cross-electrophile coupling (eXEC) reaction employs a nonsacrificial anode in an undivided cell.

SUBMITTER: Hirbawi N

PROVIDER: S-EPMC11320640 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature

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Sacrificial Anode-Free Electrochemical Cross-Electrophile Coupling of 1,3-Diol Derivatives to Form Aliphatic and Aryl Cyclopropanes.

Hirbawi Nadia N Raffman Ethan T A ETA Pedroarena James R JR McGinnis Tristan M TM Jarvo Elizabeth R ER

Organic letters 20240731 31

Cross-electrophile coupling reactions that forge C(sp3)-C(sp3) bonds are strategic methods for the synthesis of molecules with high F(sp3), yet very few employ electrochemical conditions as the necessary reductant. Herein, we report an electrochemical intramolecular cross-electrophile coupling reaction of 1,3-diol derivatives to access aliphatic and aryl cyclopropanes, including spirocyclic and fused bicyclic cyclopropanes. The scalable electrochemical cross-elec ...[more]

PMID: 39082621

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