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The oxidation of pyrrole
Citation
Howard, J and Rihak, KJ and Bissember, AC and Smith, JA, The oxidation of pyrrole, Chemistry - An Asian Journal, 11, (2) pp. 155-167. ISSN 1861-4728 (2016) [Refereed Article]
Copyright Statement
Copyright 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
DOI: doi:10.1002/asia.201500659
Abstract
The dearomatization of heterocycles has been a powerful means for producing functional molecules in synthesis. In the case of pyrroles, reductive methods (such as the Birch reduction) have been most widely exploited, while oxidative methods are generally dismissed as too difficult or unpredictable to be useful. However, since the early twentieth century considerable research has been carried out on the controlled oxidation of pyrroles to give highly functionalized products, using a variety of oxidants. This review presents a summary of all work up until the present day in the area of pyrrole oxidation, looking at the use of peroxide, singlet oxygen, hypervalent iodine reagents, a range or organic and inorganic oxidants, and electrochemical approaches. It also offers some perspective on the potential future role of pyrrole oxidation in synthesis.
Item Details
Item Type: | Refereed Article |
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Keywords: | heterocycles |
Research Division: | Chemical Sciences |
Research Group: | Organic chemistry |
Research Field: | Organic chemical synthesis |
Objective Division: | Expanding Knowledge |
Objective Group: | Expanding knowledge |
Objective Field: | Expanding knowledge in the chemical sciences |
UTAS Author: | Howard, J (Mr James Howard) |
UTAS Author: | Rihak, KJ (Mr Kieran Rihak) |
UTAS Author: | Bissember, AC (Associate Professor Alex Bissember) |
UTAS Author: | Smith, JA (Associate Professor Jason Smith) |
ID Code: | 109316 |
Year Published: | 2016 |
Web of Science® Times Cited: | 31 |
Deposited By: | Chemistry |
Deposited On: | 2016-06-08 |
Last Modified: | 2017-11-10 |
Downloads: | 0 |
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