Synthesis and anti-HSV activity of methylenedioxy mappicine ketone analogs

I Pendrak, R Wittrock, WD Kingsbury

Index: Pendrak, Israil; Wittrock, Robert; Kingsbury, William D. Journal of Organic Chemistry, 1995 , vol. 60, # 9 p. 2912 - 2915

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Citation Number: 77

Abstract

16; R= NO2 (17; R= NH2 a (a) FeSO4, NH40H,(45%);(b) HN03, 0-40" C,(76%);(c) Brz, dioxane,(58%);(d) N'-benzylidene-Nfl-dimethylhydrazhe CH&N,(27%);(e) NizB, MeOH, HC1 (90%). the desired indolizinone fragment B. It is noteworthy that a route involving hydroxylation earlier in the sequence (ie, conversion of 8 to 13 to 12) failed due to poor yields in the decarboxylation step. The synthesis of fragment A (compounds 14 and 171, ...