A new easy-to-synthesize solid supported Eosin Y and its application in the building of a catalytic continuous flow reactor is reported. The fluidic device was employed to perform tertiary amines in-flow photooxidations followed by a nucleophile addition, with overall productivity increased by one order magnitude. When using the iminium-ions in situ generated or in a telescoped fashion, the resulting Mannich-products were isolated with high diastereoselectivity and up to 90 % enantioselectivity, simply using air as terminal oxidant.

Immobilized Eosin Y for the Photocatalytic Oxidation of Tetrahydroisoquinolines in Flow / F. Herbrik, S. Rossi, M. Sanz, A. Puglisi, M. Benaglia. - In: CHEMCATCHEM. - ISSN 1867-3899. - 14:17(2022), pp. e202200461.1-e202200461.7. [10.1002/cctc.202200461]

Immobilized Eosin Y for the Photocatalytic Oxidation of Tetrahydroisoquinolines in Flow

F. Herbrik
Primo
;
S. Rossi
Secondo
;
A. Puglisi
Penultimo
;
M. Benaglia
Ultimo
2022

Abstract

A new easy-to-synthesize solid supported Eosin Y and its application in the building of a catalytic continuous flow reactor is reported. The fluidic device was employed to perform tertiary amines in-flow photooxidations followed by a nucleophile addition, with overall productivity increased by one order magnitude. When using the iminium-ions in situ generated or in a telescoped fashion, the resulting Mannich-products were isolated with high diastereoselectivity and up to 90 % enantioselectivity, simply using air as terminal oxidant.
catalytic reactor; enantioselective catalysis; flow chemistry; photooxidation; supported catalyst
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/945971
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