Total Syntheses of Telisatin A, Telisatin B and Lettowianthine

doi:10.3390/molecules14030917

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Molecules 2009, 14(3), 917-924; doi:10.3390/molecules14030917

Article

Total Syntheses of Telisatin A, Telisatin B and Lettowianthine

Surachai Nimgirawath * and Phansuang Udomputtimekakul

Department of Chemistry, Faculty of Science, Silpakorn University; Nakorn Pathom 73000, Thailand

* Author to whom correspondence should be addressed.

Received: 2 February 2009; in revised form: 17 February 2009 / Accepted: 26 February 2009 / Published: 26 February 2009

(This article belongs to the Special Issue Aporphines and Oxoaporphines)

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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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MDPI and ACS Style

Nimgirawath, S.; Udomputtimekakul, P. Total Syntheses of Telisatin A, Telisatin B and Lettowianthine. Molecules 2009, 14, 917-924.

AMA Style

Nimgirawath S, Udomputtimekakul P. Total Syntheses of Telisatin A, Telisatin B and Lettowianthine. Molecules. 2009; 14(3):917-924.

Chicago/Turabian Style

Nimgirawath, Surachai; Udomputtimekakul, Phansuang. 2009. "Total Syntheses of Telisatin A, Telisatin B and Lettowianthine." Molecules 14, no. 3: 917-924.

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