Daisy-Chaining Photo- and Thermal Chemistry: Multistep Continuous Flow Synthesis of Visible-Light-Mediated Photochemistry with a High-Temperature Cascade Reaction

Autor:	Luke D. Elliott, Alastair J. J. Lennox, Kevin I. Booker-Milburn
Rok vydání:	2021
Předmět:	photochemistry Chemistry Continuous flow Diels-Alder rearrangement Organic Chemistry Photochemistry cascade Photo chemistry Cascade reaction Cascade flow Thermochemistry Diels alder Physical and Theoretical Chemistry Daisy chain visible light Visible spectrum
Zdroj:	Elliott, L D, Booker-Milburn, K I & Lennox, A J J 2021, ' Daisy-Chaining Photo-and Thermal Chemistry : Multi-Step Continuous Flow Synthesis of Visible-Light Mediated Photo-chemistry with a High Temperature Cascade Reaction ', Organic Process Research & Development, vol. 25, no. 8, pp. 1943-1949 . https://doi.org/10.1021/acs.oprd.1c00187
ISSN:	1520-586X 1083-6160
DOI:	10.1021/acs.oprd.1c00187
Popis:	A highly efficient visible light mediated photochemical [2+2] cycloaddition is coupled with an atom economic thermal cascade reaction in a continuous flow process. By moving the photochemistry from UV to visible it is made more energy efficient and can be conducted with readily available equipment. The application of high-temperature flow chemistry to the thermal cascade step allows for safe and reliable scale-up with short reaction times. Thus, we demonstrate a rare example of a photo/thermal daisy-chained process and, specifically, the first visible light mediated excited state to thermal cascade reaction as a fully continuous process (20 g/h). The synthetic utility of flow chemistry is further showcased by the isolation of a reactive intermediate at quantities not possible under batch conditions.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::42d1854af8a70b571a011613162e9411 https://doi.org/10.1021/acs.oprd.1c00187 Zobrazit plný text záznamu