Oxazoles formation during O-alkylation of isonitroso-naphthols. X-ray structure of [1,2]naphthoquinone 1-[O-(4-tert-butyl-benzyl)-oxime] and 2-(4-tert-butyl-phenyl)napth[1,2-d]oxazole

✍ Scribed by Paola Astolfi; Patricia Carloni; Riccardo Castagna; Lucedio Greci; Pierluigi Stipa; Corrado Rizzoli

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2004
• Tongue: English
• Weight: 70 KB
• Volume: 41
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570410618

✦ Synopsis

Abstract

1‐Nitroso‐2‐naphthol and 2‐nitroso‐1‐naphthol, both in the isonitroso form, react with benzyl bromides in THF and in the presence of triethylamine affording, in low yields, the corresponding O‐benzyl oximes and 2‐aryl naphthoxazoles in a 1:1 ratio, approximately. The structures of O‐benzyl oximes and naphthoxazoles isolated have been determined by X‐ray analysis.