Abstract

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 to give, after sodium borohydride reduction, 1, 15, 30, and 31 respectively. Compounds 30 and 31 were hydrolyzed and then reduced to give compounds 5 and 6 respectively, in an overall yield of 21%. Compounds 16 and 22 were identified as the intermediates in the Saulnier-Gribble synthesis of ellipticine.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.