Preparation of Nitrones by Hydrogenation of 2-(2-Nitro-1-phenylethyl)cyclohexanones

Abstract

A practical and simple synthetic strategy for the synthesis of nitrones has been developed. Hydrogenation of 2-(2-nitro-1-phenylethyl)cyclohexanone by Pd/C afforded the corresponding nitrones in good to high yield and in high diastereoselectivity. The starting materials, 2-(2-nitro-1-phenylethyl)cyclohexanones, were easily prepared by the reaction of substituted cyclohexanones and nitroalkenes in the presence of 10 mol% of pyrrolidine.

Keywords

Hydrogenation - Diastereoselectivity - 1,3-Dipolar cycloaddition

Publication History

Received: 29 September 2025

Accepted after revision: 10 December 2025

Accepted Manuscript online:
11 December 2025

Article published online:
16 January 2026

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