Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes

Lactam Synthesis via the Intramolecular Hydroamidation of Alkynes Catalyzed by Palladium Complexes

The palladium complexes catalyzed intramolecular hydroamidation reaction of amidoalkynes gives the corresponding lactams in good to high yields. For example, in the presence of 10 mol % of Pd(PPh3)4 and 20 mol % of PhCOOH, the reaction of the amidoalkyne 3a in 1,4-dioxane at 100 °C proceeded smoothl...

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Veröffentlicht in:Journal of organic chemistry 2006-04, Vol.71 (9), p.3612-3614
Hauptverfasser: Patil, Nitin T, Huo, Zhibao, Bajracharya, Gan B, Yamamoto, Yoshinori
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
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Zusammenfassung:The palladium complexes catalyzed intramolecular hydroamidation reaction of amidoalkynes gives the corresponding lactams in good to high yields. For example, in the presence of 10 mol % of Pd(PPh3)4 and 20 mol % of PhCOOH, the reaction of the amidoalkyne 3a in 1,4-dioxane at 100 °C proceeded smoothly to give the corresponding lactam 4a in 92% yield.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo060142x