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Synfacts 2006(4): 0316-0316  
DOI: 10.1055/s-2006-932071
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Triazoles (II): van Leusen Imidazole Synthesis-Intramolecular [2+3] Cycloaddition

Contributor(s): Victor Snieckus, Till Vogel
V. Gracias*, D. Darczak, A. F. Gasiecki, S. W. Djuric
Abbott Laboratories, Abbott Park, USA
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Publication History

Publication Date:
24 March 2006 (online)

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Significance

An interesting one-pot synthesis of fused triazolo-imidazoles is reported which takes advantage of a combination of two well-established reactions in heterocyclic chemistry, the van Leusen method for construction of imidazoles using substituted TosMIC reagents and an intramolecular [2+3] cycloaddition reaction. This two-step protocol gives rise to eight N-rich fused heterocycles in moderate to very good yields.