Tetrahedron

A novel approach to the indoloquinoline alkaloids cryptotackieine and cryptosanguinolentine by application of cyclization of o-vinylsubstituted arylheterocumulenes

PM Fresneda, P Molina, S Delgado

Index: Fresneda, Pilar M; Molina, Pedro; Delgado, Santiago Tetrahedron, 2001 , vol. 57, # 29 p. 6197 - 6202

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Citation Number: 67

Abstract

1-Methyl-3-(o-azidophenyl) quinoline-2-one prepared by cyclization of the corresponding o- vinylsubstituted isocyanate under microwave irradiation is directly converted into cryptotackieine 1 by an intramolecular aza-Wittig reaction with trimethylphosphine; alternatively heating followed by reduction of the resulting indoloquinoline derivative provided cryptosanguinolentine 2.