. Can. J. Chem. 59. 3055 (1981).Phthalideisoquinoline alkaloids have been synthesized by coupling appropriately substituted 3-halophthalides and 2-methyl-3,4-dihydroisoquinolinium salts in the presence of Zn(Cu) couple or metallic Zn. Both e n t i l r -o and rhr-ro isomers are formed in the reaction. The nmr spectra of the (C)-erythro-and (i)-thrro-isocordrastines have been rcinvestigated. The results, which differ from those previously reported. lead to a different conclusion regarding the conformation of the molecules. 3055 (1981) O n a synthetise des alkaloides du type phtalideisoquinoleines en faisant reagir des halo-3 phtalides convenablement substitues avec les sels de methyl-2 dihydro-3.4 isoquinolinium en presence du couple Zn(Cu) ou du Zn metallique. I1 se forme les deux isomeres ktythro et thr-60 au cours de la reaction. On a etudie de nouveau les spectres de rmn des isocordrastines ( f ) csr-ythr-o et ( f ) threo. Les resultats, qui different de ceux rapportes antlrieurement. conduisent a une conclusion differente en ce qui a trait a la conformation des molecules.
CLARKE E SLEUON. LOUISE C HELLWIG JEAN-PIERRF RUDFR, ERIC W HOSKINS et DAVID B MACLEAY Can J Chem 59,[Traduit par le journal]
(7.11.77) Synthesis of benzofulvenes and dibenzofulvenes via 1-chloroalkyl-acetates Summary 1,2-Benzofulvene (6a) and 1,2,3,4-dibenzofulvene (7a) as well as the corresponding 6-methyl-and 6-phenyl-derivatives are prepared by reaction of sodium indenide and sodium fluorenide with l-chloroalkyl acetates (3), followed by elimination with KOC (CH,),. The over-all yields are comparable with the results of the fulvene series and are in most cases considerably higher than the yields of the Thiele-method. Im Rahmen von Versuchen zur Herstellung von Nonafulven [I21 stellte sich die Frage, ob sich die von uns entwickelte Synthese von Fulvenen iiber l-Chlor-
Na‐indenid (I) und Na‐fluorenid (V) setzen sich mit den Acetaten (II) unter schonenden Bedingungen in guten Ausbeuten zu den 1‐Acetoxymethyl‐indenen (III) ((IIIc) wurde nicht isoliert) bzw. Fluorenen (VI) um.
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