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Approach to the Library of Fused Pyridine-4-carboxylic Acids by Combes-Type Reaction of Acyl Pyruvates and Electron-Rich Amino Heterocycles

J. Comb. Chem. , 2010, 12 (4), 510-517

DOI: 10.1021/cc100040q

Volochnyuk D. M.; Ryabukhin S. V.; Plaskon A. S.; Dmytriv Y. V.; Grygorenko O. O.; Mykhailiuk P. K.; Krotko D. G.; Pushechnikov A.; Tolmachev A. A.

A library of fused pyridine-4-carboxylic acids (including pyrazolo[3,4-b]pyridines, isoxazolo[5,4-b]pyridines, furo[2,3-b]pyridines, thieno[2,3-b]pyridines, and pyrido[2,3-d]pyrimidines) was generated by Combes-type reaction of acyl pyruvates and electron-rich amino heterocycles followed by hydrolysis of the ester. The library members were also demonstrated to undergo the standard combinatorial transformations including amide coupling and esterification, as well as less common heterocyclizations to 1,2,4-triazoles and 1,2,4-oxadiazoles.

Approach to the Library of Fused Pyridine-4-carboxylic Acids by Combes-Type Reaction of Acyl Pyruvates and Electron-Rich Amino Heterocycles

Volochnyuk D. M.; Ryabukhin S. V.; Plaskon A. S.; Dmytriv Y. V.; Grygorenko O. O.; Mykhailiuk P. K.; Krotko D. G.; Pushechnikov A.; Tolmachev A. A.
J. Comb. Chem. 2010, 12 (4), 510-517
DOI: 10.1021/cc100040q

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