Approaches to Combinatorial Synthesis of Heterocycles: A Solid-Phase Synthesis of 1,4-Dihydropyridines
The Journal of Organic Chemistry1996Vol. 61(3), pp. 924–928
Citations Over TimeTop 10% of 1996 papers
Abstract
N-Immobilized enamino esters 2 derived from amine-functionalized PAL or Rink polystyrene resins react with preformed 2-arylidene β-keto esters or directly with β-keto esters and aldehydes to afford, upon trifluoroacetic acid cleavage, 1,4-dihydropyridine (DHP) derivatives in good yields. The mechanism of this transformation on solid support has been studied using 13C NMR and IR spectroscopies. This new solid-phase synthesis has been applied to the preparation of several bioactive DHPs and is designed to be amenable to the “split and pool” protocol for combinatorial library synthesis.
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