Heterocycles p. 305 - 311 (2010)
Update date:2022-07-30
Topics:
Saito, Takao
Ote, Tatsuya
Shiotani, Masahiro
Kataoka, Hiroko
Otani, Takashi
Kutsumura, Noriki
N-(2-Oxiranylphenyl)carbodiimides, which were synthesized via an aza-Wittig reaction of the corresponding functionalized iminophosphoranes with aromatic and aliphatic isocyanates, underwent O-, S-, C-, or N-nucleophilic addition onto a cumulene, followed by an epoxy ring-opening cyclization with the newly formed NH-nucleophile in a one-pot reaction to furnish 2,3-disubstituted 4-(hydroxymethyl)-3,4-dihydroquinazolines in a highly stereospecific manner. The Japan Institute of Heterocyclic Chemistry.
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