Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium Salt

The conversion of ethyl 2-oxocyclohexanecarboxylate to ethyl salicylate using an oxoammonium salt is reported. The dehydrogenation reaction is operationally simple and compares favorably with previous literature examples for the same transformation and expands the scope of oxoammonium salts as reage...

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Main Authors: Fabrizio Politano, William P. Brydon, Jyoti Nandi, Nicholas E. Leadbeater
Format: Article
Language:English
Published: MDPI AG 2021-01-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2021/1/M1180
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spelling doaj-fc9a3379a35448ffaabdcdd91ccb23062021-01-14T00:00:09ZengMDPI AGMolbank1422-85992021-01-012021M1180M118010.3390/M1180Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium SaltFabrizio Politano0William P. Brydon1Jyoti Nandi2Nicholas E. Leadbeater3Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269-3060, USADepartment of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269-3060, USADepartment of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269-3060, USADepartment of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269-3060, USAThe conversion of ethyl 2-oxocyclohexanecarboxylate to ethyl salicylate using an oxoammonium salt is reported. The dehydrogenation reaction is operationally simple and compares favorably with previous literature examples for the same transformation and expands the scope of oxoammonium salts as reagents for oxidative functionalization processes.https://www.mdpi.com/1422-8599/2021/1/M1180oxoammonium saltdehydrogenationphenolrecyclableketone
collection DOAJ
language English
format Article
sources DOAJ
author Fabrizio Politano
William P. Brydon
Jyoti Nandi
Nicholas E. Leadbeater
spellingShingle Fabrizio Politano
William P. Brydon
Jyoti Nandi
Nicholas E. Leadbeater
Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium Salt
Molbank
oxoammonium salt
dehydrogenation
phenol
recyclable
ketone
author_facet Fabrizio Politano
William P. Brydon
Jyoti Nandi
Nicholas E. Leadbeater
author_sort Fabrizio Politano
title Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium Salt
title_short Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium Salt
title_full Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium Salt
title_fullStr Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium Salt
title_full_unstemmed Unexpected Metal-Free Dehydrogenation of a β-Ketoester to a Phenol Using a Recyclable Oxoammonium Salt
title_sort unexpected metal-free dehydrogenation of a β-ketoester to a phenol using a recyclable oxoammonium salt
publisher MDPI AG
series Molbank
issn 1422-8599
publishDate 2021-01-01
description The conversion of ethyl 2-oxocyclohexanecarboxylate to ethyl salicylate using an oxoammonium salt is reported. The dehydrogenation reaction is operationally simple and compares favorably with previous literature examples for the same transformation and expands the scope of oxoammonium salts as reagents for oxidative functionalization processes.
topic oxoammonium salt
dehydrogenation
phenol
recyclable
ketone
url https://www.mdpi.com/1422-8599/2021/1/M1180
work_keys_str_mv AT fabriziopolitano unexpectedmetalfreedehydrogenationofabketoestertoaphenolusingarecyclableoxoammoniumsalt
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AT jyotinandi unexpectedmetalfreedehydrogenationofabketoestertoaphenolusingarecyclableoxoammoniumsalt
AT nicholaseleadbeater unexpectedmetalfreedehydrogenationofabketoestertoaphenolusingarecyclableoxoammoniumsalt
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