4.8 Article

Combining Visible-Light-Photoredox and Lewis Acid Catalysis for the Synthesis of Indolizino[1,2-b]quinolin-9(11H)-ones and Irinotecan Precursor

Journal

ORGANIC LETTERS
Volume 20, Issue 1, Pages 80-83

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03395

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Funding

  1. National Natural Science Foundation of China [21232003]

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One-step construction of substituted indolizino[1,2-b]quinolin-9(11H)-ones was achieved by combining visible-light-photoredox and Lewis acid catalysis for an intramolecular Povarov cycloaddition reaction under mild conditions. In this catalytic process, the visible-light-promoted dehydrogenation protocol of tetrahydroquinolines constitutes the key procedure. Moreover, this method can be applied to the formal synthesis of the precursor of irinotecan, which exhibited good anticancer activities.

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