Russian journal of general chemistry

Synthesis of 2-functionalized 4-(diethoxyphosphorylmethyl)-5-(1-bromoalkyl) furans and their reactions with amines

LM Pevzner

Index: Pevzner Russian Journal of General Chemistry, 2005 , vol. 75, # 5 p. 774 - 781

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Abstract

Abstract Phosphorylation of esters and nitriles of 4-chloromethyl-5-alkylfuran-2-carboxylic acids with triethyl phosphite yields the corresponding phosphonates. These compounds are brominated with N-bromosuccinimide in carbon tetrachloride at the α-position of the alkyl radical. The resulting 2-(1-bromoethyl)-, 2-(1-bromopropyl)-, and 2-(1-bromoisobutyl) furans react with secondary amines following the scheme of nucleophilic substitution. The ...