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2004
Antibiotics
U 1200
44- 237
Pyrrolocarbazole Analogues of Aromatic Skeleton of Indolocarbazole Natural
Products. — The Fischer cyclization process in investigated to provide a simple approach to the pyrrolo carbazole sheleton of natural products, e.g., rebeccarmycin. By
using the functionalized pyrrole derivative (I) as a building block, the arylhydrazones
(III) are prepared by reaction of (I) with arylhydrazines (II) and used in the cyclization
step without isolation. Satisfactory results in the cyclization procedure are achieved
using catalysts which are essentially aprotic (e.g. polyphosphoric acid trimethylsilyl
ester). In all cases the dehydrogenated and the corresponding dihydro cyclization products (IV) and (V) are obtained as mixture. Treatment of this mixture with dichlorodicyanoquinone completes the dehydrogenation. — (FOUSTERIS, M. A.;
KOUTSOUREA, A. I.; ARSENOU, E. S.; LEONDIADIS, L.; NIKOLAROPOULOS,
S. S.; STAMOS, I. K.; J. Heterocycl. Chem. 41 (2004) 3, 349-353; Lab. Pharm.
Chem., Sch. Health Sci., Univ. Patras, GR-26500 Patras, Greece; Eng.) —
H. Hoennerscheid
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