Catalyst-free, scalable heterocyclic flow photocyclopropanation

Autor:	Oliver Reiser, Robert Eckl, Viktor Klöpfer, Joshua P. Barham, Philippe M. C. Roth, Johannes Floß
Rok vydání:	2021
Předmět:	business.industry Scale (chemistry) Chemical industry Pollution Catalysis chemistry.chemical_compound Process safety chemistry Scientific method Yield (chemistry) Environmental Chemistry Diazo Reactivity (chemistry) business Process engineering
Zdroj:	Green Chemistry. 23:6366-6372
ISSN:	1463-9270 1463-9262
Popis:	Industrial process development is driven by several factors, including safety, cost, robustness and environmental aspects. However, attempts to establish aryl diazo esters – which are highly valued in academic research for their reactivity as carbene precursors – in the chemical industry have been limited by their explosivity and toxicity. Their catalyst-free photolysis in continuous flow improves safety, sustainability and scalability compared to batch reactions. Herein, we report the continuous flow catalyst-free photocyclopropanation of heterocycles in up to grams per h productivity in a non-chlorinated, biodegradable solvent. Highly-functionalized cyclopropanated products are key intermediates in the synthesis of drugs and pharmaceutically-relevant compounds. Optimal conditions and process understanding were obtained by a Design of Experiments approach. In comparison with a large scale batch experiment, continuous flow conditions improved yield, productivity and process safety.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ab6cc59a3a73a58f478690b599c367bd https://doi.org/10.1039/d1gc01624e Zobrazit plný text záznamu