Unified Azoline and Azole Syntheses by Optimized Aza??Wittig Chemistry

P Loos, C Ronco, M Riedrich…

Index: Loos, Patrick; Ronco, Cyril; Riedrich, Matthias; Arndt, Hans-Dieter European Journal of Organic Chemistry, 2013 , # 16 p. 3290 - 3315

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Abstract

Abstract Intramolecular aza-Wittig ring closures were applied to synthesize thiazolines, oxazolines, and imidazolines from β-azido thioester, ester, and amide precursors. The cyclization precursors were obtained from amino acid derivatives. Optimized conditions for diazo transfer with a fast rate and racemization suppression,(thio) esterification, and amide coupling reactions are described. The ring closure reaction can be executed with PPh 3 ...

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