Development of a Continuous Flow Photoisomerization Reaction Converting Isoxazoles into Diverse Oxazole Products

Files in This Item:
 File SizeFormat
DownloadRevision Oxazoles JOrgChem 2020.pdf740.58 kBAdobe PDF
Title: Development of a Continuous Flow Photoisomerization Reaction Converting Isoxazoles into Diverse Oxazole Products
Authors: Bracken, CormacBaumann, Marcus
Permanent link: http://hdl.handle.net/10197/12605
Date: 13-Jan-2020
Online since: 2021-11-09T16:08:29Z
Abstract: A continuous flow process is presented, which directly converts isoxazoles into their oxazole counterparts via a photochemical transposition reaction. This results in the first reported exploitation of this transformation to establish its scope and synthetic utility. A series of various di- and trisubstituted oxazole products bearing different appendages including different heterocyclic moieties were realized through this rapid and mild flow process. Furthermore, the robustness of this approach was demonstrated by generating gram quantities of selected products while also providing insights into likely intermediates.
Type of material: Journal Article
Publisher: American Chemical Society
Journal: Journal of Organic Chemistry
Volume: 85
Issue: 4
Start page: 2607
End page: 2617
Copyright (published version): 2020 American Chemical Society
Keywords: Photochemical transpositionRing atomsRearrangement
DOI: 10.1021/acs.joc.9b03399
Language: en
Status of Item: Peer reviewed
ISSN: 0022-3263
This item is made available under a Creative Commons License: https://creativecommons.org/licenses/by-nc-nd/3.0/ie/
Appears in Collections:Chemistry Research Collection

Show full item record

Page view(s)

176
Last Week
6
Last month
checked on Nov 30, 2021

Download(s)

13
checked on Nov 30, 2021

Google ScholarTM

Check

Altmetric


If you are a publisher or author and have copyright concerns for any item, please email research.repository@ucd.ie and the item will be withdrawn immediately. The author or person responsible for depositing the article will be contacted within one business day.