Tetrahedron letters

High-yield syntheses of 2, 3-disubstituted furans and thiophenes

AJ Carpenter, DJ Chadwick

Index: Carpenter, Andrew J.; Chadwick, Derek J Tetrahedron Letters, 1985 , vol. 26, # 14 p. 1777 - 1780

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Citation Number: 42

Abstract

Abstract The course of lithiation of furan-and thiophene-2-carboxylic acids is critically dependent on the identity of the lithium base allowing high-yielding syntheses of 2, 3-and 2, 5-disubstituted thiophenes: the proposed use of a trimethylsilyl blocking group to control metallation in the furan acid provides a useful route to 2, 3-disubstituted furans.

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