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Stereoselective synthesis of 3,3-diarylacrylonitriles as tubulin polymerization inhibitors
Authors:Fang Zhenglai  Song Yunlong  Sarkar Taradas  Hamel Ernest  Fogler William E  Agoston Gregory E  Fanwick Phillip E  Cushman Mark
Institution:Department of Medicinal Chemistry and Molecular Pharmacology, School of Pharmacy and Pharmaceutical Sciences, and Purdue Cancer Center, Purdue University, West Lafayette, IN 47907, USA.
Abstract: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.
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