Tetrahedron Letters

Cyanide mediated decarboxylation of 1-substituted-4-oxoquinoline and 4-oxo-1, 8-naphthyridine-3-carboxylic acids

M Reuman, MA Eissenstat, JD Weaver

Index: Reuman, Michael; Eissenstat, Michael A.; Weaver III, John D. Tetrahedron Letters, 1994 , vol. 35, # 45 p. 8303 - 8306

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Citation Number: 12

Abstract

Abstract Electron deficient 3-quinolinecarboxylic acids undergo ready decarboxylation in the presence of cyanide ion. This reaction most likely requires the addition of CN− to the 2- position of the quinoline (or naphthyridine) nucleus to provide a β-keto acid intermediate that rapidly decarboxylates to give the 3-H substituted product.