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Construction of Substituted 2-Aminophenols via Formal [3+3] Cycloaddition of Alkyl 2-Aroyl-1-chlorocyclopropanecarboxylate with in Situ Generated Enamines
A one-pot, three-component reaction between alkyl 1-chlorocyclopropanecarboxylate, alkyne diester, and amine is developed. This cascade reaction proceeds smoothly to afford substituted 2-aminophenols in high yields. The process proceeds through a formal [3 + 3] cycloaddition between an enamine and a cyclopropene intermediate formed in situ. The substituted 2-aminophenols can be transformed into phenoxazines and benzoxazole derivatives with the treatment of PIDA.
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Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem