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A metal-free iodine-mediated conversion of hydroxamates to esters

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Abstract A metal-, oxidant-, and additive-free conversion of hydroxamates to esters have been achieved using molecular iodine as the reagent using a novel but not-so-explored heron-type rearrangement. The reaction proceeds… Click to show full abstract

Abstract A metal-, oxidant-, and additive-free conversion of hydroxamates to esters have been achieved using molecular iodine as the reagent using a novel but not-so-explored heron-type rearrangement. The reaction proceeds with almost equal facility with substrates having either electron-donating or electron-withdrawing substituent. Similarly, α,ß-unsaturated, and sterically hindered ortho-substituted hydroxamates also undergo the desired transformation smoothly. Graphical Abstract

Keywords: conversion hydroxamates; metal free; hydroxamates esters; free iodine

Journal Title: Synthetic Communications
Year Published: 2020

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