4.8 Article

Relay Visible-Light Photoredox Catalysis: Synthesis of Pyrazole Derivatives via Formal [4+1] Annulation and Aromatization

Journal

ORGANIC LETTERS
Volume 19, Issue 1, Pages 214-217

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03497

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Funding

  1. National Natural Science Foundation of China [21372114, 21672099, 21474048, 21472084]

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A relay Visible-light photoredox catalysis strategy has been accomplished. Three successive photoredox cycles (one oxidative quenching cycle and two reductive quenching cycles) are engaged in a single reaction with one photocatalyst. This strategy enables formal [4 + 1] annulation of hydrazones with 2-bromo-1,3-dicarbonyl compounds, which functionalizes three. C-H bonds of hydrazones. This method affords rapid access to a complex and biologically important pyrazole scaffold in a step-economical manner with high efficiency under mild conditions.

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