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Electrifying Friedel-Crafts Intramolecular Alkylation toward 1,1-Disubstituted Tetrahydronaphthalenes.

ABSTRACT: In this work, we successfully employed electrochemical conditions to promote a Hofer-Moest, intramolecular Friedel-Crafts alkylation sequence. The reaction proceeds under mild conditions, employing carboxylic acids as starting materials. Notably, the electrochemical process performed in batch was adapted to a continuous flow electrolysis apparatus to provide a significant improvement. This catalyst-free, electrochemical approach produces an array of tetrahydronaphthalenes that could be used for API synthesis.

SUBMITTER: Lunghi E

PROVIDER: S-EPMC10729024 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature

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Electrifying Friedel-Crafts Intramolecular Alkylation toward 1,1-Disubstituted Tetrahydronaphthalenes.

Lunghi Enrico E Ronco Pietro P Della Negra Federico F Trucchi Beatrice B Verzini Massimo M Merli Daniele D Casali Emanuele E Kappe C Oliver CO Cantillo David D Zanoni Giuseppe G

The Journal of organic chemistry 20231130 24

In this work, we successfully employed electrochemical conditions to promote a Hofer-Moest, intramolecular Friedel-Crafts alkylation sequence. The reaction proceeds under mild conditions, employing carboxylic acids as starting materials. Notably, the electrochemical process performed in batch was adapted to a continuous flow electrolysis apparatus to provide a significant improvement. This catalyst-free, electrochemical approach produces an array of tetrahydronaphthalenes that could be used for ...[more]

PMID: 38032548

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