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Immobilized Rose Bengal as Photocatalyst for Metal‐Free Thiocyanation of Azaheterocycles under Continuous Flow Conditions.

Authors :
Colombo, Eleonora
Fiorenza Boselli, Monica
Raimondi, Laura
Puglisi, Alessandra
Rossi, Sergio
Source :
Helvetica Chimica Acta. Oct2023, Vol. 106 Issue 10, p1-12. 12p.
Publication Year :
2023

Abstract

The immobilization of Rose Bengal onto Merrifield resin and its application in the light‐driven metal‐free thiocyanation of azaheterocycles in continuo were investigated. The supported photocatalyst was used in batch reactions under heterogeneous conditions, with different azaheterocycles, and proved to efficiently promote the reaction. Its recovery and recycle were also demonstrated for up to four times. The resin‐supported Rose Bengal was then employed under continuous flow conditions, affording thiocyanate functionalized azaheterocycles with higher space‐time‐yields than the in‐batch transformations, and in a shorter reaction time. The easily modification of the SCN groups was also demonstrated by synthetizing trifluoromethyl thioethers and sulfenyl tetrazoles derivates in high yields. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
0018019X
Volume :
106
Issue :
10
Database :
Academic Search Index
Journal :
Helvetica Chimica Acta
Publication Type :
Academic Journal
Accession number :
173098603
Full Text :
https://doi.org/10.1002/hlca.202300132