4.7 Article

Palladium catalyzed bicyclization of 1,8-diiodonaphthalene and tertiary propargylic alcohols to phenalenones and their applications as fluorescent chemosensor for fluoride ions

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 9, Pages 2628-2630

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c0cc04875e

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Funding

  1. National Nature Science Foundation of China [20972137, J0830413]

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Phenalenone derivatives were efficiently constructed from 1,8-diiodonaphthalene and tertiary propynols via a one-pot domino reaction which eventually included Pd-catalyzed Sonogoshira coupling, Pd-catalyzed allylic oxidation and Pd-catalyzed C-sp2-H activation. Moreover, the synthesized phenalenone derivative presented a practical application as a fluorescent chemosensor for fluoride anion with high sensitivity and selectivity.

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