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Nucleophilic Alkoxylations of Unactivated Alkyl Olefins and α-Methyl Styrene by Photoredox Catalysis

Seyfert, Fabienne; Mitha, Mathis; Wagenknecht, Hans Achim

Abstract:
N,N-diisobutylaminophenyl-phenothiazine is a strongly reducing catalyst that allows – for the first time – the photoredox catalytic addition of alcohols to alkyl olefins as non-activated substrates to products with Markovnikov orientation. The irradiation at 365 nm does not require any additional reagent. Using α-methyl styrene as activated substrate we additionally show that this photoredox catalytic method tolerates other functional groups, including allyl, alkynyl, cyanide, and even acid-labile Boc groups within the substrate scope.

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Verlagsausgabe §
DOI: 10.5445/IR/1000129135
Veröffentlicht am 29.01.2021
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Organische Chemie (IOC)
Publikationstyp Zeitschriftenaufsatz
Publikationsjahr 2020
Sprache Englisch
Identifikator ISSN: 0075-4617, 0170-2041, 0365-5490, 0947-3440, 1099-0690, 1434-193X, 1434-243X
KITopen-ID: 1000129135
Erschienen in European journal of organic chemistry
Verlag Wiley
Vorab online veröffentlicht am 08.12.2020
Schlagwörter Chromophores; Energy transfer; Phenothiazine; Photocatalysis; Radicals
Nachgewiesen in Web of Science
Scopus
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