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Visible Light Induced Bronsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones.

ABSTRACT: A mild visible light-induced palladium-catalyzed alkyl Heck reaction of diazo compounds and N-tosylhydrazones is reported. A broad range of vinyl arenes and heteroarenes with high functional group tolerance, as well as a range of different diazo compounds, can efficiently undergo this transformation. This method features Brønsted acid-assisted generation of hybrid palladium C(sp³ )-centered radical intermediate, which allowed for new selective C-H functionalization protocol.

SUBMITTER: Zhang Z

PROVIDER: S-EPMC8712420 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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Visible Light Induced Brønsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones.

Zhang Ziyan Z Kvasovs Nikita N Dubrovina Anastasiia A Gevorgyan Vladimir V

Angewandte Chemie (International ed. in English) 20211123 1

A mild visible light-induced palladium-catalyzed alkyl Heck reaction of diazo compounds and N-tosylhydrazones is reported. A broad range of vinyl arenes and heteroarenes with high functional group tolerance, as well as a range of different diazo compounds, can efficiently undergo this transformation. This method features Brønsted acid-assisted generation of hybrid palladium C(sp3 )-centered radical intermediate, which allowed for new selective C-H functionalization protocol. ...[more]

PMID: 34706124

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