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5H-isoindolo[1,2-b][3]benzazepines. 7. Cyclization of N-substituted derivatives of narceone imide

B. Proksa, A. Vadkerti, and D. Uhrín

Institute of Chemistry, Slovak Academy of Sciences, CS-84238 Bratislava

 

Abstract: Narceone imide, prepared from the secophthalideisoquinoline alkaloid narceine imide, was alkoxycarbonyl-methylated with esters of bromoacetic or iodoacetic acid. The (E,Z)-butoxycarbonylmethyl narceone imide cyclized to 2-methoxycarbonylmethyl-1'-methyl-5',6'-methylenedioxy-6,7,3',4'-tetramethoxyisoindoline-3-spiro-2'-indan-1-one. 1'-Methylene-5',6'-methylenedioxy-3'-oxo-6,7,4'-trimethoxyisoindoline-3-spiro-2'-indian-1-one was obtained by addition of bromine followed by dehydrobromination and cyclization of narceone imide.

Full paper in Portable Document Format: 451a95.pdf

 

Chemical Papers 45 (1) 95–104 (1991)

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