Tetrahedron

An efficient synthesis of C-11 substituted 6H-pyrido [4, 3-b] carbazoles

SP Modi, MA Michael, S Archer, JJ Carey

Index: Modi, Sandeep P.; Michael, Meged A.; Archer, Sydney; Carey, James J. Tetrahedron, 1991 , vol. 47, # 33 p. 6539 - 6548

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Citation Number: 18

Abstract

A synthesis of the natural product 5-methyl-6H-pyrido [4, 3-b] carbazole-11-methanol, 5 from the ketolactam 7 is described. Compound 7 was treated with one equivalent of MeLi followed by quenching of the reaction mixture with water to give the lactone 19 Compound 19 was treated with a number of organolithium reagents such as methyllithium. n- butyllithium, ethoxyvinyl lithium and the lithio derivative of formaldehyde diethyl mercaptal ...