Reaction of 1-Alkylbenzimidazolium 3-Ylides with Ethyl 2,2-Dihydropolyfluoroalkanoates. -Reaction of the title polyfluoroalkanoates (II) with N-phenacyl-(I), N-acetonyl-(IV), N-(ethoxycarbonylmethyl)or N-(diethylaminocarbonylmethyl)benzimidazolium bromides (VI) in the presence of base proceeds by a
ChemInform Abstract: Cycloaddition Reactions of N-(Cyanomethyl)pyridinium Ylides with 2,2-Dihydropolyfluoroalkanoates.
β Scribed by Xue-chun Zhang; Wei-yuan Huang
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 31 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Cycloaddition Reactions of N-(Cyanomethyl)pyridinium Ylides with 2,2-Dihydropolyfluoroalkanoates. -The ylides (I) and (VI) are reacted with polyfluorinated alkanoates under basic conditions to give the corresponding indolizines bearing both a fluoroalkyl and a cyano group. The 3-substituted ylide (VI) furnishes 4-and 6-substituted indolizines. This regioselectivity is different from that found with photocycloadditions as reported by others. -
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