IBX‐Mediated Conversion of Primary Alcohols and Aldehydes to N‐Hydroxysuccinimide Esters
Agnes Schulze, Athanassios Giannis
Abstract
Agnes Schulze, Athanassios Giannis
Abstract
Abstract Recently, the use of the hypervalent iodine reagent 1‐hydroxy‐1,2‐benziodoxol‐3(1H)‐one 1‐oxide (IBX) for the oxidation of primary alcohols and aldehydes to carboxylic acids was described. During the synthesis of these carboxylic acids the corresponding N‐hydroxysuccinimide esters were formed as intermediate products, but their isolation as main reaction products was not successful. We report herein a simple and very efficient method to prepare these synthetically valuable active esters.
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Abstract Recently, the use of the hypervalent iodine reagent 1‐hydroxy‐1,2‐benziodoxol‐3(1H)‐one 1‐oxide (IBX) for the oxidation of primary alcohols and aldehydes to carboxylic acids was described. During the synthesis of these carboxylic acids the corresponding N‐hydroxysuccinimide esters were formed as intermediate products, but their isolation as main reaction products was not successful. We report herein a simple and very efficient method to prepare these synthetically valuable active esters.
Key concepts: Chemistry, Hypervalent molecule, Primary (astronomy), Reagent, Organic chemistry, Iodine, Aldehyde, Alcohol oxidation