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.

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

Secci, F.
;
Porcu, S.;Luridiana, A.;Frongia, A.;Ricci, P. C.
2020-01-01

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.
2020
Norrish-Yang cyclization; solid-state; stereocontrolled photocyclization; photochemical-reactions; asymmetric induction; chiral auxiliary; reactor; isomerization; reactivity; ketones
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11584/305010
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