Synthesis of Polysubstituted Isoindolinones via Radical Cyclization of 1,3-Dicarbonyl Ugi-4CR Adducts Using Tetrabutylammonium Persulfate and TEMPO

The development of an efficient method for the synthesis of polysubstituted isoindolinones from 1,3-dicarbonyl Ugi-4CR adducts, employing an aromatic radical cyclization process promoted by tetrabutylammonium persulfate and 2,2,6,6-tetramethyl-1-piperidine 1-oxyl (TEMPO), is described. The protocol...

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Veröffentlicht in:Journal of organic chemistry 2021-01, Vol.86 (1), p.929-946
Hauptverfasser: Borja-Miranda, Andrés, Valencia-Villegas, Fabiola, Lujan-Montelongo, J. Armando, Polindara-García, Luis A
Format: Artikel
Sprache:eng
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Zusammenfassung:The development of an efficient method for the synthesis of polysubstituted isoindolinones from 1,3-dicarbonyl Ugi-4CR adducts, employing an aromatic radical cyclization process promoted by tetrabutylammonium persulfate and 2,2,6,6-tetramethyl-1-piperidine 1-oxyl (TEMPO), is described. The protocol allowed the construction of a library of isoindolinones bearing a congested carbon in good to excellent yields under mild conditions and in short reaction times.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c02441