REACTIONS OF ALKYLENEBISBROMOMALONATES WITH NUCLEOPHILES

Authors
KOSTYANOVSKY RG KRUTIUS ON ELNATANOV YI
Citation
Rg. Kostyanovsky et al., REACTIONS OF ALKYLENEBISBROMOMALONATES WITH NUCLEOPHILES, Russian chemical bulletin, 43(12), 1994, pp. 2065-2069
Citations number
22
Categorie Soggetti
Chemistry
Journal title
Russian chemical bulletin → ACNP
ISSN journal
10665285
Volume
43
Issue
12
Year of publication
1994
Pages
2065 - 2069
Database
ISI
SICI code
1066-5285(1994)43:12<2065:ROAWN>2.0.ZU;2-F
Abstract
Treatment of alkylenebisbromomalonates with nucleophiles (AcOK, AgOH, KHCO3, 1,8-diazabicyclo[5.4.0]undec-7-ene, or Ph(3)P) results mainly i n their debromination to give cycloalkane-1,1,2,2-tetracarboxylates. W hen H2O and acids are present, the reaction gives products of the subs titution of one or two bromine atoms by hydrogen. Alkaline hydrolysis results in loalkane-alpha,alpha,alpha',alpha'-tetracarboxylic acids. T he reaction mechanism is discussed.