Construction of linked nitrogen heterocycles by palladium(0)-catalyzed intramolecular domino cyclization of 2-alkynylaziridines bearing a 2-aminoethyl group via ring expansion with isocyanate.
J Org Chem
; 75(10): 3396-400, 2010 May 21.
Article
em En
| MEDLINE
| ID: mdl-20405897
ABSTRACT
A novel palladium(0)-catalyzed domino cyclization of 2-alkynylaziridines with isocyanates through ring expansion is described. Treatment of N-protected 2-(4-aminobut-1-ynyl)aziridine derivatives with a catalytic amount of Pd(PPh(3))(4) and aryl isocyanates in THF at room temperature affords 4-(4,5-dihydropyrrol-2-yl)imidazolidin-2-one derivatives in good yields. Interestingly, bis-adducts were selectively obtained by use of excess isocyanate (5 equiv) at lower reaction temperature.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Compostos Organometálicos
/
Paládio
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Aziridinas
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Isocianatos
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Compostos Heterocíclicos
Idioma:
En
Ano de publicação:
2010
Tipo de documento:
Article