Synlett

Synthesis of substituted phenanthrenes via intramolecular condensation based on temperature-dependent deprotonation using a weak carbonate base

K Monsieurs, G Rombouts, P Tapolcsanyi, P Matyus…

文献索引：Monsieurs, Katrien; Rombouts, Geert; Tapolcsanyi, Pal; Matyus, Peter; Maes, Bert U. W. Synlett, 2006 , # 19 p. 3225 - 3230

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被引用次数: 6

摘要

Clearly, the deprotonation of the methyl group is the crucial step in the abovementioned reaction sequences. Not unexpectedly, all three research groups used a strong base to accomplish this deprotonation since the pK a value of the benzylic methyl protons is very high. However, the use of strong (and often nucleophilic) bases imposes a serious limitation on the functional group compatibility. We reasoned that the acidity should be greatly influenced by the chosen ...