C= C-conjugated carbodiimides as 2-aza dienes in intramolecular [4+ 2] cycloadditions. One-pot preparation of quinoline,. alpha.-carboline, and quinindoline …

…, M Alajarin, A Vidal, P Sanchez-Andrada

Index: Molina; Alajarin; Vidal; Sanchez-Andrada Journal of Organic Chemistry, 1992 , vol. 57, # 3 p. 929 - 939

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Citation Number: 103

Abstract

1 4 reported 2-aminostyrene Id was prepared from 2-aminoacetophenone and ethylmagnesium bromide. Iminophosphoranes 2 were isolated as stable crystalline solids in 61-77s yields (Scheme II). Aza-Wittig type reaction of iminophosphoranea 2 with several aromatic isocyanates in dry toluene at room temperature gave triphenylphosphine oxide and the corresponding carbodiimide 13 which either could be isolated as viscous oils by ...