Photochemical Preparation of 1,2-Dihydro-3 H-indazol-3-ones in Aqueous Solvent at Room Temperature
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American Chemical Society
Abstract
o-Nitrosobenzaldehyde is a reactive intermediate useful in the synthesis of nitrogen heterocycles. Previous strategies for using o-nitrosobenzaldehyde involve its isolation via chromatography and/or formation under harsh conditions. Herein, this intermediate was photochemically generated in situ from o-nitrobenzyl alcohols in a mild, efficient manner for the construction of 1,2-dihydro-3H-indazol-3-ones using an aqueous solvent at room temperature. This convenient reaction offers several advantages over reported methods. The commercially available photoreactor employed 3 × 18 W bulbs outputting broad emission above 365 nm. © 2018 American Chemical Society.
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Keywords
Catalysis, Indazoles, Photochemical processes, Solvents, Temperature, Water, Chemistry, 1,2 dihydro 3h indazol 3 one derivative, 2 nitrobenzyl alcohol, Alcohol derivative, Indazole derivative, Unclassified drug, Solvent, Aqueous solvents, Nitrogen heterocycles, Photochemical preparation, Photoreactors, Reactive intermediate, Aqueous solution, Article, Light, Photochemistry, Reaction analysis, Reaction optimization, Room temperature, Organic compounds