A synthetic approach to a new class of allyl nitro derivatives is reported. (2-Acetoxy)allyl nitro compounds have been prepared for the first time in a four-step procedure by a preliminary reaction of nitroalkanes with 2-(phenylselenyl)acetaldehyde. After the acetylation of the obtained nitro alcohols, the unsaturation is installed by an oxidation reaction involving the phenylselenyl group followed by a thermal elimination. The oxidation process is accomplished under flow conditions ensuring a notable lowering of overoxidation by products observed in batch.

Synthetic Approach to the Preparation of (2-Acetoxy)allyl Nitro Compounds

Serena Gabrielli;MARIOTTI, Nicole;Elena Chiurchiù;Roberto Ballini;Marino Petrini
Penultimo
;
Alessandro Palmieri
Ultimo
2018-01-01

Abstract

A synthetic approach to a new class of allyl nitro derivatives is reported. (2-Acetoxy)allyl nitro compounds have been prepared for the first time in a four-step procedure by a preliminary reaction of nitroalkanes with 2-(phenylselenyl)acetaldehyde. After the acetylation of the obtained nitro alcohols, the unsaturation is installed by an oxidation reaction involving the phenylselenyl group followed by a thermal elimination. The oxidation process is accomplished under flow conditions ensuring a notable lowering of overoxidation by products observed in batch.
2018
262
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/418274
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