1494644-95-9Relevant articles and documents
Base-catalyzed intramolecular Diels-Alder cyclization of dialkyl(3-arylprop-2-yn-1-yl)-(3-phenylprop-2-en-1-yl)ammonium bromides in aqueous solution
Chukhajian,Ayrapetyan,Chukhajian, El. O.,Panosyan
, p. 1274 - 1280 (2013)
Dialkyl(3-arylprop-2-yn-1-yl)(3-phenylprop-2-en-1-yl)ammonium bromides, in contrast to their allyl analogs containing a 3-arylprop-2-en-1-yl group, undergo cyclization in aqueous solution in the presence of base upon prior heating to give potentially biologically active 2,2-dialkyl-6-chloro-4-phenyl-3a,4- dihydrobenzo[f]isoindolinium bromides in almost quantitative yield. Heat is released in the course of these reactions. We found that the introduction of a phenyl group at position 3 of the allyl fragment facilitates the cyclization. This is the first report of a base-catalyzed intramolecular cyclization of allyl analogs of dialkyl(3-arylprop-2-yn-1-yl)ammonium salts.