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Diversity-Oriented Synthesis of 3-Iodochromones and Heteroatom Analogues via ICl-Induced Cyclization

Chengxiang Zhou, Anton V. Dubrovsky and Richard C. Larock*

*Department of Chemistry, Iowa State University, Ames, Iowa 50011, Email: larockiastate.edu

C. Zhou, A. V. Dubrovsky, R. C. Larock, J. Org. Chem., 2006, 71, 1626-1632.

DOI: 10.1021/jo0523722 (free Supporting Information)


Abstract

A mild ICl-induced cyclization of heteroatom-substituted alkynones provides a simple, highly efficient approach to various 3-iodochromones, iodothiochromenones, iodoquinolinones and analogues in good to excellent yields. Subsequent palladium-catalyzed transformations afford a rapid increase in molecular complexity.

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Key Words

Chromones, 4-Quinolones, Thioflavones


ID: J42-Y2006-490