64603-72-1Relevant articles and documents
Approaches to combinatorial synthesis of heterocycles: Solid phase synthesis of pyridines and pyrido[2,3-d]pyrimidines
Gordeev, Mikhail F.,Patel, Dinesh V.,Wu, Jie,Gordon, Eric M.
, p. 4643 - 4646 (1996)
An efficient solid phase synthesis of diverse pyridines and pyrido[2,3-d]pyrimidines is described. O-Immobilized keto esters 2 react with aldehydes to afford Knoevenagel derivatives 3. These undergo Hantzsch-condensation with α-oxo enamines to generate 1,4-dihydropyridines 4 that are oxidized with CAN to produce immobilized pyridines 5. The method has been extended to synthesis of fused pyrido[2,3-d]pyrimidines employing 6-aminouracils as the α-oxo enamine component. The course of the reaction on solid phase was studied by gel-phase 13C NMR spectroscopy. The synthesis is designed to be amenable for combinatorial libraries preparation.
Rapid, high-yield oxidation of Hantzsch-type 1,4-dihydropyridines with ceric ammonium nitrate
Pfister
, p. 689 - 690 (2007/10/02)
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