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

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:

• Amides
• metal-free
• molecular iodine
• radical
• synthetic methodology

Additional information

Funding

This work was financially supported by Department of Science and Technology, Govt. of India [EMR/2017/001336], and University of Kalyani.