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

作者：Spencer John^*; Amin Jahangir; Coxhead Peter; McGeehan John; Richards Christopher J; Tizzard Graham J; Coles Simon J; Bingham John P; Hartley John A; Feng Li; Meggers Eric; Guille Matthew

来源：Organometallics, 2011, 30(11): 3177-3181.

DOI：10.1021/om200278j

1,3-Dihydro-2H-indol-2-one (1) undergoes microwave-mediated Knoevenagel condensations with 1,2,3,4,5-pentaphenylferrocene carboxaldehyde (2b) or (eta(4)-tetraphenyl-cyclobutadiene)(eta(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-sfereoisomeric 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.

• 出版日期2011-6-13