Hypervalent Iodine(III) Mediated Synthesis of 2-Substituted Benzoxazoles.
β Scribed by Om Prakash; Anita Batra; Vijay Sharma; Rajesh K. Saini; Rajender S. Verma
- Publisher
- John Wiley and Sons
- Year
- 2005
- Weight
- 20 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0931-7597
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π SIMILAR VOLUMES
## Abstract 2βAminophenols react with an array of carboxylic acids in dioxane at 180Β° in the presence of tin(II) chloride to afford the corresponding 2βsubstituted benzoxazoles in good yields. The reaction is applicable to a wide range of alkyl, alkenyl, aryl carboxylic acids.
Nitrogen-tethered 2-methoxyphenols are conveniently dearomatized into synthetically useful orthoquinol acetates by treatment with phenyliodine(III) diacetate in methylene chloride at low temperature. Subsequent fluoride-or base-induced intramolecular nucleophilic addition reactions furnish indole an