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Pyrazinium Salts as Efficient Organocatalysts of Mild Oxidations with Hydrogen Peroxide
- 1.0359406 - ÚOCHB 2012 RIV DE eng J - Journal Article
Ménová, Petra - Kafka, František - Dvořáková, H. - Gunnoo, S. - Šanda, Miloslav - Cibulka, R.
Pyrazinium Salts as Efficient Organocatalysts of Mild Oxidations with Hydrogen Peroxide.
Advanced Synthesis & Catalysis. Roč. 353, č. 6 (2011), s. 865-870. ISSN 1615-4150. E-ISSN 1615-4169
R&D Projects: GA ČR(CZ) GA203/07/1246
Institutional research plan: CEZ:AV0Z40550506
Keywords : Baeyer-Villiger oxidation * organocatalysis * peroxides * pyrazinium salts * sulfoxidation
Subject RIV: CC - Organic Chemistry
Impact factor: 6.048, year: 2011
A series of 3-substituted pyrazinium tetrafluoroborates was prepared as simple analogues of flavinium salts which are efficient organocatalysts for oxidations with hydrogen peroxide. It was shown that pyrazinium derivatives with an electronwithdrawing substituent catalyze mild oxidations of sulfides to sulfoxides and Baeyer–Villiger oxidations in a similar way to flavinium catalysts. A proposed mechanism for the catalysis is based on the formation of pyrazine hydroperoxide which is the agent oxidizing the substrate.
Permanent Link: http://hdl.handle.net/11104/0197203
Number of the records: 1