Synthesis of 4-Nitroisoxazoles via NO/NO₂-Mediated Heterocyclization of Aryl-Substituted α,β-Unsaturated Ketones

Abstract

A straightforward approach for the synthesis of 4-nitroisoxazoles has been developed via heterocyclization of aryl/hetaryl-substituted α,β-unsaturated ketones upon treatment with tetranitromethane-triethylamine (TNM-TEA) complex or t-BuONO. This strategy features high efficiency and wide substrate tolerance under simple reaction conditions.

Key words

4-nitroisoxazoles - alkenes - ketones - heterocycles - ring closure­ - tert-butyl nitrite - heterocyclization - tetranitromethane

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