ortho ‐Alkylation of Pyridine N ‐Oxides with Alkynes by Photocatalysis: Pyridine N ‐Oxide as a Redox Auxiliary

Autor:	Edwin D. Stevens, Yongming Deng, Jonathan P. Markham, Stuart C. Burris, Ban Wang
Rok vydání:	2019
Předmět:	010405 organic chemistry Chemistry Organic Chemistry Cationic polymerization Pyridine-N-oxide General Chemistry Alkylation 010402 general chemistry Triple bond 01 natural sciences Redox Acceptor Catalysis 0104 chemical sciences chemistry.chemical_compound Pyridine Polymer chemistry Photocatalysis
Zdroj:	Chemistry – A European Journal. 25:6638-6644
ISSN:	1521-3765 0947-6539
DOI:	10.1002/chem.201901065
Popis:	A photocatalyzed ortho-alkylation of pyridine N-oxide with ynamides and arylacetylenes has been developed, which yields a series of α-(2-pyridinyl) benzyl amides/ketones. Mechanistic studies, including electrochemical studies, radical-trapping experiments, and Stern-Volmer fluorescence quenching studies demonstrate that pyridine N-oxide serves as both a redox auxiliary and radical acceptor to achieve the mild photocatalytic single-electron oxidation of carbon-carbon triple bonds with the generation of a cationic vinyl radical intermediate.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::db4ce616802cd35ccb4acac042304bdc https://doi.org/10.1002/chem.201901065 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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