Document Type
Article
Publication Date
4-3-2024
Abstract
Aromatic diazenes are often prepared by oxidation of the corresponding hydrazides using stoichiometric quantities of nonrecyclable oxidants. We developed a convenient alternative protocol for the oxidation of aromatic hydrazides using Bobbitt's salt (1), a metal-free, recyclable, and commercially available oxoammonium reagent. A variety of aryl hydrazides were oxidized within 75 min at room temperature using the developed protocol. Computational insight suggests that this oxidation occurs by a polar hydride transfer mechanism.
Recommended Citation
Phadnis, Nidheesh; Molen, Jessica A.; Stephens, Shannon M.; Weierbach, Shayne M.; Lambert, Kyle M.; and Milligan, John A., "Green Oxidation of Aromatic Hydrazide Derivatives Using an Oxoammonium Salt" (2024). College of Life Sciences Faculty Papers. Paper 25.
https://jdc.jefferson.edu/jclsfp/25
Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.
Language
English
Comments
This article is the author’s final published version in The Journal of Organic Chemistry, Volume 89, Issue 8, 2024, Pages 5841-5845.
The published version is available at https://doi.org/10.1021/acs.joc.3c02752. Copyright © 2024 The Authors. Published by American Chemical Society.
Publication made possible in part by support through a transformative agreement between Thomas Jefferson University and the publisher.