Volume 17, Issue 35
Heterocyclic Compounds
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ChemInform Abstract: 2-Alkyl-1,2,3-triazole-1-oxides: Preparation and Use in the Synthesis of 2-Alkyltriazoles.

First published: September 2, 1986

Abstract

The title compounds (III) are prepared by sequential reaction of α-diketones (I) with (IV) and (II) or vice versa, followed by oxidative cyclization.

ChemInform Abstract

The title compounds (III) are prepared by sequential reaction of α-diketones (I) with (IV) and (II) or vice versa, followed by oxidative cyclization. The 4-methyl isomers (VII) (by-products in the synthesis of (IIIa)/(IIIb), where they are converted to the 5-bromides and separated) are obtained similarly from nitrosoacetone (V). The N-oxides are halogenated at the 5-position to give (VIII) or (X); nitration leads to (XIIIa)/(XIIIb) or (XIIIc) depending on the reaction conditions. Free Z-alkyltriazole?s are accessible by deoxygenation [e.g.

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