Tetrahedron letters

A divergent approach to cryptotackieine and cryptosanguinolentine alkaloids

PM Fresneda, P Molina, S Delgado

Index: Fresneda, Pilar M.; Molina, Pedro; Delgado Tetrahedron Letters, 1999 , vol. 40, # 40 p. 7275 - 7278

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Citation Number: 48

Abstract

A seven-step synthesis of the 1-methyl-3-(o-azidophenyl) quinolin-2-one, a common intermediate for the synthesis of the cryptotackieine and cryptosanguinolentine alkaloids, is described. This intermediate 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.