Visible light promoted continuous flow photocyclization of 1, 2-diketones. Issue 19 (30th April 2020)

• Record Type: Journal Article
• Authors: Secci, Francesco; Porcu, Stefania; Luridiana, Alberto; Frongia, Angelo; Ricci, Pier Carlo
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 19(2020)
• Page Start: 3684
• Page End: 3689
• Publication Date: 2020-04-30
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob00532k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A continuous flow Norrish–Yang photocyclization of 1, 2-diketones has been developed and applied to the synthesis of functionalized 2-hydroxycyclobutanones, under blue light irradiation. 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.