An efficient synthesis of C-11 substituted 6H-pyrido[4,3-b]carbazoles
作者： Sandeep P. Modi , Meged A. Michael , Sydney Archer , James J. Carey
DOI: 10.1016/S0040-4020(01)82308-5
关键词: Lactone 、 Alcohol 、 Formaldehyde 、 Chemistry 、 Reagent 、 Sodium borohydride 、 Organic chemistry 、 Yield (chemistry) 、 Methyllithium 、 Derivative (chemistry)
摘要: Abstract A synthesis of the natural product 5-methyl-6H-pyrido[4,3-b]carbazole-11-methanol, 5 from ketolactam 7 is described. Compound was treated with one equivalent MeLi followed by quenching reaction mixture water to give lactone 19 a number organolithium reagents such as methyllithium. n-butyllithium, ethoxyvinyl lithium and lithio derivative formaldehyde diethyl mercaptal give, after sodium borohydride reduction, 1, 15, 30, 31 respectively. Compounds 30 were hydrolyzed then reduced compounds 6 respectively, in an overall yield 21%. 16 22 identified intermediates Saulnier-Gribble ellipticine.
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