Copper(I)-Catalyzed Synthesis of Functionalized Indolizinones from Substituted Pyridine Homologated Ynones

Autor(en): Sahoo, Sushree Ranjan
Sarkar, Debayan
Henkel, Felix
Reuter, Hans 
Stichwörter: ALKALOIDS; BOND FORMATION; CATALYZED C-S; Chemistry; Chemistry, Organic; DERIVATIVES; ORGANOSELENIUM; POTENT INHIBITORS; PROPARGYLIC ALCOHOLS; PYRROLONES; SELENIUM
Erscheinungsdatum: 2020
Herausgeber: AMER CHEMICAL SOC
Enthalten in: JOURNAL OF ORGANIC CHEMISTRY
Band: 85
Ausgabe: 2
Startseite: 902
Seitenende: 911
Zusammenfassung: 
An efficient two-component copper-catalyzed cyclization cascade approach toward highly functionalized indolizinone heterocycles has been developed from reactions of pyridine-, isoquinoline-, and quinoline ynones, via 5-exo-dig cyclization. The catalysis involves the activation by diorgano diselenide and diorgano disulfide and also their incorporation into the indolizinone core. In addition, the obtained substituted indolizinones were readily transformed into 1-(organochalcogenyl)indolizin-2-ols, which are important building blocks in organic synthesis.
ISSN: 00223263
DOI: 10.1021/acs.joc.9b02853

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