Molecules 2009, 14(3), 917-924; doi:10.3390/molecules14030917
Total Syntheses of Telisatin A, Telisatin B and Lettowianthine
Department of Chemistry, Faculty of Science, Silpakorn University; Nakorn Pathom 73000, Thailand
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Received: 2 February 2009 / Revised: 17 February 2009 / Accepted: 26 February 2009 / Published: 26 February 2009
(This article belongs to the Special Issue Aporphines and Oxoaporphines)
Abstract
Treatment of 1-(2-bromoarylmethyl)-3,4-dihydroisoquinolines with oxalyl chloride and triethylamine gave 1-(2-bromophenyl)-5,6-dihydropyrrolo[2,1-a]isoquinoline-2,3-dione derivatives, for example, 1-(2-bromophenyl)-5,6-dihydro-8,9-dimethoxypyrrolo[2,1-a]isoquinoline-2,3-dione. Radical cyclisation of these derivatives with tributyltin hydride and 1,1-azobis(cyclohexanecarbonitrile) afforded telisatin A, telisatin B and lettowianthine.Keywords:
Alkaloid; Dioxoaporphine; Isoquinoline; Radical cyclisation; Synthesis
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Nimgirawath, S.; Udomputtimekakul, P. Total Syntheses of Telisatin A, Telisatin B and Lettowianthine. Molecules 2009, 14, 917-924.
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