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Cycloaddition of the iminoketene 6, derived from anthranilic acid (7), with 3,4-dihydro-6,7-dimethoxyisoquinoline ( 16), followed by dehydrogenation, gave 7,8-dihydro-2,3-dimethoxy-8-oxoisoquinolo[ 1,2-6]quinazoline (23), which was also obtained from papaverine (21) or 6,7-dimethoxyisoquinoline (20), Moreover, this paper reports a total synthesis of evodiamine (1) and rutecarpine (3), Recently, a systematic method available for the synthesis of complicated compounds has been discussed3 and Corey has developed a computer-assisted synthetic analysis, which al-

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Treatment of the sulphinamide anhydride 1 -methyl-3.2.1 -benzoxathiazin-4(1 /+)-one S-oxide (5). derived from N-methylanthranilic acid (1). with amides ( 9)-( 11) gaveglycorine (1 4),glomerine ( 1 5). and homoglomertne (1 6), respectively Reaction of the N-unsubstituted sulphinamide anhydride (6) with O-benzyl-lactamide (1 3), followed by debenzylation of the resulting 2-(1 -benzyloxyethyl)quinazolin-4(3H) -one (1 7) yielded crysogine (1 8) Condensation of the sulphinamide anhydrides ( 7) and (8), prepared from the corresponding dimethoxy-and methylenedioxy-anthranilic acid derivatives (3) and (4). with 3.4-dihydro-(3-carboline (1 9) furnished euxylophoricines A (20) and C (21). 5.1 1 -Dimethyldibenzo[b,f] [1,5]diazoc1ne-6.12(5H.1 1H)-dione ( 22) was obtained from the N-methylsulphinamide anhydride (5).

Das durch Kondensation des Bromids (I) mit dem Amin (II) erhaltene tertiäre Amin (III) cyclisiert in Gegenwart von Säuren zu (i)‐Cheryllin (IV).

Die Lactame (I) setzen sich mit dem aus Anthranilsäure und Thionylchlorid erhältlichen Sul?namidanhydrid (II) (das nach Abspaltung von SO, als Iminoketen reagiert) zu den Tetrahydropyridochinazolinonen (III) um.

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