The Journal of Organic Chemistry

Free radical rearrangements in uracil derivatives

DJ Fenick, DE Falvey

文献索引：Fenick, David J.; Falvey, Daniel E. Journal of Organic Chemistry, 1994 , vol. 59, # 17 p. 4791 - 4799

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被引用次数: 20

摘要

As part of an effort to develop general probes for radical reactions involving DNA bases, several uracil derivatives were synthesized. The rates of the cyclopropyl carbinyl rearrangement in these systems were evaluated by means of competition experiments. The results indicate that when a cyclopropyl group is substituted in the 5-position of uracil, the rearrangement occurs very slowly-with a rate constant of~ 2.5 x lo4 sl. On the other hand, ...