Tetrahedron

The first 4-dialkylamino-1, 2-dihydropyridine derivatives: synthesis and basic reactions

H Bader, HU Reissig

Index: Bader, Hubert; Reissig, Hans-Ulrich Tetrahedron, 1986 , vol. 42, # 3 p. 835 - 838

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Citation Number: 2

Abstract

The first two 4-dialkylamino-1, 2-dihydropyridine derivatives 4a and 4b are prepared in good yield by addition of n-butyllithium or t-butyllithium to 4-dimethylaminopyridine 1 followed by quench with diethylcarbonate. Compound 4a can be hydrolyzed under mild conditions providing 4-dihydropyridone 5, an interesting acceptor building block. On the other hand reaction of 4a with dimethyl acetylene dicarboxylate gives benzene derivative 7 via a ...