Combinatorial Chemistry Review

Observation on the DDQ Oxidation of 1-Acyldihidropyridines A Synthetic Application.

Dedra J. Wallace, Andrew D. Gibb, Ian F. Connrell, Derek J. Kennedy, Karel M. J. Brands, Ulf H. Doling, Synthesis 2001, pp. 1784-1789.

A synthetic application of the rate difference in oxidation of regioisomerically substituted N-acyldihydropyridines is reported. This has allowed for isolation of pure 4-substituted pyridine isomers without the need for chromatography. Diels-Alder adducts between a dihydropyridine and DDQ were isolated and formation of novel hydroquinone ethers was also observed during some reactions.

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