Bromothiophene reactions. II. A novel rearrangement in the zinc and acetic acid reduction

AS Alvarez??Insúa, S Conde…

Index: Alvares-Insua, A. S.; Conde, S.; Corral, C. Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 713 - 716

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Citation Number: 7

Abstract

Abstract The elimination of the α-bromine atoms of the bromothienylethanolamine derivatives 2a, b, c, d with zinc and acetic acid unexpectedly involved a migration of the ethanolamine side chain from the 3 to the 2 position in the thiophene ring. Experiments carried out with simpler analogous compounds 3, 4 and 6 seem to indicate that this rearrangement takes place only in those cases in which the carbon atom of the side chain ...