Size Does Matter. Sterically Demanding Metallocene-Substituted 3-Methylidene-Oxindoles Exhibit Poor Kinase Inhibitory Action

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• 作者：John Spencer ; Jahangir Amin ; Peter Coxhead ; John McGeehan ; Christopher J. Richards ; Graham J. Tizzard ; Simon J. Coles ; John P. Bingham ; John A. Hartley ; Li Feng ; Eric Meggers ; Matthew Guille
• 刊名：Organometallics
• 出版年：2011
• 出版时间：June 13, 2011
• 年：2011
• 卷：30
• 期：11
• 页码：3177-3181
• 全文大小：818K
• 年卷期：v.30,no.11(June 13, 2011)
• ISSN：1520-6041

文摘

1,3-Dihydro-2H-indol-2-one (1) undergoes microwave-mediated Knoevenagel condensations with 1,2,3,4,5-pentaphenylferrocene carboxaldehyde (2b) or (畏⁴-tetraphenylcyclobutadiene)(畏⁵-cyclopentadienylcarboxaldehyde)cobalt (2c) to afford metallocene-substituted 3-methylidene-1,3-dihydro-2H-indol-2-one 4 or 5, respectively, in excellent yields as separable E,Z-stereoisomeric mixtures. Both 4 and 5 exhibited poor kinase inhibition and no appreciable cytotoxicity toward a leukemia cell line, attributed to the steric bulk of the metallocene substituents.