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A Concise Route to 4-Aminomethylpyrazoles and 4-Aminomethylisoxazoles from Acetylacetone-derived Hexahydropyrimidines Under Mild Conditions by Abdullah I. Saleh; Kayed A. Abu-Safieh; Bader A. Salameh is a Chemistry article available to read on EtoBox.

What is A Concise Route to 4-Aminomethylpyrazoles and 4-Aminomethylisoxazoles from Acetylacetone-derived Hexahydropyrimidines Under Mild Conditions about?

Acetylacetone was successfully used as a precursor of 4-aminomethylpyrazoles and 4-aminomethylisoxazoles in a two step process at ambient temperature. In the first step, acetylacetone was transformed to the corresponding hexahydropyrimidines (1,3-diazinanes) via two consecutive one-pot Mannich aminomethylations. Hexahydropyrimidines were then treated with hydrazine, phenylhydrazine, and hydroxylamine, respectively, to obtain the corresponding 4-aminomethylpyrazoles and 4-aminomethylisoxazoles in good yields. The hexahydropyrimidine ring decomposed providing the title compounds and a reasonable mechanism has been proposed.

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Author

Abdullah I. Saleh; Kayed A. Abu-Safieh; Bader A. Salameh

Published

2015

Language

EN

Field

Chemistry (Physical Sciences)