Tetrahedron p. 5833 - 5844 (1996)
Update date:2022-08-05
Topics:
Molina, Pedro
Alcantara, Julian
Lopez-Leonardo, Carmen
Compounds resulting from the aza-Wittig reaction of iminophosphorane derived from 2-(2-azidoethyl)indole and carbon disulfide, diphenylketene, aldehydes and acyl chlorides undergo ring-closure under acidic, basic and thermal conditions to give either dihydro γ-carbolines or dihydropyrimido[3,4-a]indoles in a completely regiospecific fashion. The mode of cyclization strongly depends on the cyclizating agents as well as the nature of the reagent. The related carbodiimides 9 undergo regiospecific cyclization to give dihydropyrimido[3,4-a]indoles under acidic, basic or thermal conditions.
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