jo0607360_si_003.pdf (84.26 kB)
Synthesis and Reactivity of Imide-Derived Bisvinyl Phosphates. Reactivity of 2,6-Disubstituted 1,4-Dihydropyridines
journal contribution
posted on 2006-08-04, 00:00 authored by Deborah Mousset, Isabelle Gillaizeau, Andréa Sabatié,, Pascal Bouyssou, Gérard CoudertSymmetrical and unsymmetrical 2,6-disubstituted dihydropyridines were prepared in high yields under
mild conditions using the Suzuki and Stille Pd-catalyzed coupling reactions of imide-derived bisvinyl
phosphates with a range of aryl, heteroaryl, and alkenyl moieties. The alkylation reaction at C-4 easily
afforded original tri- and tetrasubstituted dihydropyridines. Hydrolysis of the latter under acidic condition
provided efficiently either open-chain 1,5-diketones or di- or trisubstituted pyridines.