Preparation of Dibenzofurotropones via Pd-Catalyzed Cyclization

Author:

Lin Yu-Wei1ORCID,Liu Shiuh-Tzung1ORCID

Affiliation:

1. Department of Chemistry, National Taiwan University, Taipei 10617, Taiwan

Abstract

A synthetic approach to dibenzofurotropone derivatives 1 has been developed through the palladium-catalyzed cyclization of (2-bromoaryl)(3-arylfuran-2-yl)methanones 2 via the activation of arylic C–H bonds. Compounds 2 were easily prepared from the palladium-promoted acyl migration and cyclization of (Z)-pent-2-en-4-yn-1-yl acetates 3 in the presence of 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU), followed by oxidative decarbonylation and oxidation with O2. Ten new tropone compounds are reported and these compounds show absorption in the UV-vis region and emission in the visible region.

Funder

Ministry of Science and Technology, Taiwan

Publisher

MDPI AG

Subject

General Medicine

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