Journal of heterocyclic chemistry

A selective synthesis of 4??bromo??2??furancarboxaldehyde and its pinacolborane derivative

O Ilovich, J Deutsch

Index: Ilovich, Ohad; Deutsch, Joseph Journal of Heterocyclic Chemistry, 2005 , vol. 42, # 7 p. 1409 - 1411

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Abstract

Abstract A selective synthesis of ethylene acetal of 4-bromo-2-furancarboxaldehyde (4) and its pinacolborane derivative (5) is described. The synthesis was carried out using 2- furancarboxaldehyde (1) that was bromi-nated to 4, 5-dibromo-2-furancarboxaldehyde (2) in an emulsion of aluminum chloride and methylene chloride. The product was isolated, protected as ethylene acetal, and selectively debrominated to the ethylene acetal of 4- ...