view:41230 Last Update: 2024-1-30
Ali Ramazani; Liela Yousefi; Ebrahim Ahmadi; Ali Souldozi
CONVERSION OF IN SITU GENERATED STABILIZED PHOSPHORUS YLIDES TO CHROMENE DERIVATIVES IN SOLVENT-FREE CONDITIONS |
Protonation of the highly reactive 1:1 intermediates, produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates, by phenols (1-hydroxynaphthalene, 2-hydroxynaphthalene, 4-bromophenol, 2-hydroxybenzaldehyde, and 5-bromo-2-hydroxyben- zaldehyde) leads to vinyltriphenylphosphonium salts, which undergo electrophilic substitution reaction with conjugate base to produce corresponding stabilized phosphorus ylides. Microwave was found to catalyze conversion of the stabilized phosphorus ylides to chromene derivatives in the presence of solid catalysts in solvent-free conditions at microwave power 0.4 KW in 3 min. |