Radical Cyclization of N-Allyl-2-halo Amide in Water

Triethylborane-induced radical cyclization of N-allyl-2-iodo amide proceeded smoothly in water to give the corresponding γ-lactam in good yield. Radical cyclization in acidic media was also effective. Chloroacetamide, combined with sodium iodide, was available as a substrate for the atom transfer ra...

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Veröffentlicht in:Bulletin of the Chemical Society of Japan 2000-10, Vol.73 (10), p.2377-2378
Hauptverfasser: Wakabayashi, Katsuyu, Yorimitsu, Hideki, Shinokubo, Hiroshi, Oshima, Koichiro
Format: Artikel
Sprache:eng
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Zusammenfassung:Triethylborane-induced radical cyclization of N-allyl-2-iodo amide proceeded smoothly in water to give the corresponding γ-lactam in good yield. Radical cyclization in acidic media was also effective. Chloroacetamide, combined with sodium iodide, was available as a substrate for the atom transfer radical cyclization in water to furnish the iodomethyl-substituted γ-lactam.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.73.2377