Synthesis of Aziridines by Palladium-Catalyzed Reactions of Allylamines with Aryl and Alkenyl Halides: Evidence of a syn-Carboamination Pathway

Synthesis of Aziridines by Palladium-Catalyzed Reactions of Allylamines with Aryl and Alkenyl Halides: Evidence of a syn-Carboamination Pathway

Crazy rings: Treatment of N‐arylallylamine with an aryl or alkenyl halide under palladium catalysis (see scheme; dba=dibenzylideneacetone, SPhos=2‐dicyclohexylphosphanyl‐2′,6′‐dimethoxybiphenyl) resulted in intramolecular cyclization to form the arylmethyl‐substituted aziridine with concomitant CC...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2009-01, Vol.48 (39), p.7224-7226
Hauptverfasser: Hayashi, Sayuri, Yorimitsu, Hideki, Oshima, Koichiro
Format: Artikel
Sprache:eng
Schlagworte:
allylamines
aziridines
carboamination
palladium
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Zusammenfassung:Crazy rings: Treatment of N‐arylallylamine with an aryl or alkenyl halide under palladium catalysis (see scheme; dba=dibenzylideneacetone, SPhos=2‐dicyclohexylphosphanyl‐2′,6′‐dimethoxybiphenyl) resulted in intramolecular cyclization to form the arylmethyl‐substituted aziridine with concomitant CC bond formation. The experiments for the elucidation of the reaction mechanism are also described.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200903178