Issue 19, 2020

Visible light promoted continuous flow photocyclization of 1,2-diketones

Abstract

The continuous flow Norrish–Yang photocyclization of 1,2-diketones has been developed and used for the synthesis of a large number of functionalized 2-hydroxycyclobutanones, under blue light irradiation and employing acetone as a solvent. This eco-friendly procedure represents a valid alternative to the reactions carried out in batches thus reducing the reaction times, the formation of secondary products and simplifying the purification steps. The use of differently substituted diketone compounds has allowed us to obtain a wide range of 2 and 3-functionalized cyclobutanones, thus allowing the evaluation of the scope and limitations of this procedure.

Graphical abstract: Visible light promoted continuous flow photocyclization of 1,2-diketones

Supplementary files

Article information

Article type
Paper
Submitted
15 Mar 2020
Accepted
22 Apr 2020
First published
22 Apr 2020

Org. Biomol. Chem., 2020,18, 3684-3689

Visible light promoted continuous flow photocyclization of 1,2-diketones

F. Secci, S. Porcu, A. Luridiana, A. Frongia and P. C. Ricci, Org. Biomol. Chem., 2020, 18, 3684 DOI: 10.1039/D0OB00532K

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