Novel Preparative Method for Synthesis of Isoindolo[2,1‐b]benz‐2‐azepine‐8‐carboxylic Acids.

Abstract

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Intramolecular [4+2] cycloaddition of furfurylsubstituted homoallylamines to allylhalides, acryloyl chloride and maleic anhydride

“…It is significant that we have not observed similar ipsosubstitution in the synthesis of [2]benzazepines earlier [6,7,35,36].…”

“…Recently we have proposed several effective synthetic approaches to the potential biologically active compounds such as hydrogenated hydroxyisoquinolines 1 [1,2], isoindolo [2,1-a]quinoline-2 [3][4][5] and isoindolo [2,1-b]benzazepinecarboxylic acids 3 [6,7] (Scheme 1) using furylsubstituted homoallylamines 4, 5 as starting materials. Amines 4 and 5 were obtained from easily available imines 6 and 7 correspondingly.…”

“…It is worth noting that the homoallylamines 10a,f [2], 11a c [3], and 12a c [6,7] were obtained and characterized by our group earlier, and the aryl-10b, hetaryl substituted amines 10c e were first synthesized. Amines 10 12 ( Fig.…”