884588-32-3Relevant academic research and scientific papers
Synthesis of 2-functionalized 4-(diethoxyphosphorylmethyl)-5-(1-bromoalkyl) furans and their reactions with amines
Pevzner
, p. 774 - 781 (2007/10/03)
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 dehydrobromination product was isolated only in the reaction of ethyl 4-(diethoxyphosphorylmethyl)- 5-(1-bromoisopropyl)furan-2-carboxylate with triethylamine, but its yield was low. The reactions of bromo phosphonates with lithium carbonate in DMF result in their decomposition. 2005 Pleiades Publishing, Inc.
