
Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 2348 - 2353 (1990)
Update date:2022-08-05
Topics:
Shestopalov, A. M.
Rodinovskaya, L. A.
Sharanin, Yu. A.
Litvinov, V. P.
Reactions of isoquinolinium ylides with arylmethylenemalonitriles involve 1,3-dipolar cycloaddition, with the highly regio- and stereoselective formation of 2-aryl-3-benzoyl(or carbamoyl)-1,1-dicyano-2,3-trans-1,2,3,10b-tetrahydropyrrolo<2,1-a>isoquinolines.In contrast, N-phenacylisoquinolinium ylide reacts with arylmethylenecyanothioacetamides differently, proceeding regio- and stereoselectively to give 4-aryl-2-hydroxy-3-(1-isoquinolinio)-2-phenyl-3-cyano-3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates.
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