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Stereoselective Synthesis of 3,3-Diarylacrylonitriles as Tubulin Polymerization Inhibitors

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posted on 06.06.2008, 00:00 by Zhenglai Fang, Yunlong Song, Taradas Sarkar, Ernest Hamel, William E. Fogler, Gregory E. Agoston, Phillip E. Fanwick, Mark Cushman
A series of 3,3-diarylacrylonitriles were synthesized stereoselectively as tubulin polymerization inhibitors for potential use in cancer chemotherapy. This synthetic route features stannylcupration and palladium-catalyzed Stille cross-coupling chemistry, allowing both E and Z isomers of 3,3-diarylacrylonitriles to be prepared in a very short sequence of reactions.