Duangduan Chaiyaveij
Copper(II)-catalyzed aerobic oxidation of hydrazides to azo intermediates and their Diels–Alder versus ene trapping
Chaiyaveij, Duangduan; Whiting, Andrew
Abstract
The oxidation of diethyl 1,2-hydrazinedicarboxylate using a catalytic Cu(II)-oxazoline system occurs at RT in air, resulting in azo generation, which can then be trapped in situ via hetero-Diels-Alder (HDA) and competitive ene-reactions, with chemoselectivity being both temperature and solvent dependent. The procedure was extended to other azo systems and mechanism studies are reported.
Citation
Chaiyaveij, D., & Whiting, A. (2021). Copper(II)-catalyzed aerobic oxidation of hydrazides to azo intermediates and their Diels–Alder versus ene trapping. ARKIVOC, 2021(10), 64-76. https://doi.org/10.24820/ark.5550190.p011.606
| Journal Article Type | Article |
|---|---|
| Acceptance Date | Oct 11, 2021 |
| Online Publication Date | Nov 7, 2021 |
| Publication Date | 2021 |
| Deposit Date | Jan 31, 2022 |
| Publicly Available Date | Feb 1, 2022 |
| Journal | Arkivoc |
| Print ISSN | 1551-7004 |
| Publisher | ARKAT USA |
| Peer Reviewed | Peer Reviewed |
| Volume | 2021 |
| Issue | 10 |
| Pages | 64-76 |
| DOI | https://doi.org/10.24820/ark.5550190.p011.606 |
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This paper is an open access article distributed under the terms of the Creative Commons Attribution (CC BY)<br />
license (http://creativecommons.org/licenses/by/4.0/)
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