Photoredox-Catalyzed Dehydrogenative Csp3–Csp2 Cross-Coupling of Alkylarenes to Aldehydes in Flow

Autor:	Peter Morse, Steven V. Ley, Oliver M. Griffiths, Henrique A. Esteves, Oliver May, Karin Sowa, David C. Blakemore, Yiding Chen
Rok vydání:	2021
Předmět:	Coupling Chemistry Organic Chemistry Photocatalysis Surface modification Substrate (chemistry) Flow chemistry Combinatorial chemistry Catalysis
Zdroj:	The Journal of Organic Chemistry. 86:13559-13571
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.1c01621
Popis:	Executing photoredox reactions in flow offers solutions to frequently encountered issues regarding reproducibility, reaction time, and scale-up. Here, we report the transfer of a photoredox-catalyzed benzylic coupling of alkylarenes to aldehydes to a flow chemistry setting leading to improvements in terms of higher concentration, shorter residence times, better yields, ease of catalyst preparation, and enhanced substrate scope. Its applicability has been demonstrated by a multi-gram-scale reaction using high-power light-emitting diodes (LEDs), late-stage functionalization of selected active pharmaceutical ingredients (APIs), and also a photocatalyst recycling method.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::959ab402066879265ff4f553be5e6cc5 https://doi.org/10.1021/acs.joc.1c01621 Zobrazit plný text záznamu