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Functionalized Orthoesters as Powerful Building Blocks for the Efficient Preparation of Heteroaromatic Bicycles

Gulluzar Bastug, Christophe Eviolitte and István E. Markó*

*Laboratory of Organic and Medicinal Chemistry, Université Catholique de Louvain, Bâtiment Lavoisier, Place Louis Pasteur 1 bte L4.01.02., B-1348 Louvain-la-Neuve, Belgium, Email: istvan.markouclouvain.be

G. Bastug, C. Eviolitte, I. E. Markó, Org. Lett., 2012, 14, 3502-3505.

DOI: 10.1021/ol301472a (free Supporting Information)


Abstract

The reaction of ortho-substituted anilines with functionalized orthoesters yields benzoxazole, benzothiazole, and benzimidazole derivatives in an efficient and connective methodology. The versatility of this approach enables the development of new libraries of heterocycles containing multifunctional sites.

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Key Words

benzoxazoles, benzothiazoles, benzimidazoles


ID: J54-Y2012-2290