Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides

Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides

A new and efficient approach to five- and six-membered benzannelated sultams by intramolecular -arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis is described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was obser...

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Veröffentlicht in:Beilstein journal of organic chemistry 2017-09, Vol.13 (1), p.1932-1939
Hauptverfasser: Rassadin, Valentin A, Scholz, Mirko, Klochkova, Anastasiia A, de Meijere, Armin, Sokolov, Victor V
Format: Artikel
Sprache:eng
Schlagworte:
arylation
Catalysis
Chemistry
Full Research Paper
fused-ring systems
indole formation
Nitrogen
Palladium
palladium catalysis
Sulfonamides
sultams
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Beschreibung
Zusammenfassung:A new and efficient approach to five- and six-membered benzannelated sultams by intramolecular -arylation of tertiary 1-(methoxycarbonyl)methanesulfonamides under palladium catalysis is described. In case of the α-toluenesulfonamide derivative, an unexpected formation of a 2,3-diarylindole was observed under the same conditions.
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.13.187