Electro-organic reactions part 35. Efficient carbon—oxygen bond formation in the anodic coupling of pyridopyrimidine derivatives.

M Gullu, LA Razack, JHP Utley, RJ King, GR White

Index: Gullu, Mustafa; Razack, Liaquat A.; Utley, James H. P.; King, Ronald J.; Ray White Tetrahedron, 1991 , vol. 47, # 4-5 p. 675 - 684

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Citation Number: 4

Abstract

4-H-Pyrido [1, 2-a] pyrimidine-2, 4-diones (Chichibabin) derivatives, formed by condensation of 2-aminopyridines with substituted dialkylmalonates, are electroactive. In solution in CH2Cl2/CF3CO2H mixtures they are smoothly and selectively anodically coupled in high yield. The products are novel and unexpected; radical coupling at the C-3 and O-4 positions is involved and the proposed mechanism is analogous to that of oxidative phenolic ...