ISSN:
0170-2041
Keywords:
Annulenes, hydrazino-bridged
;
Vilsmeier formylation
;
Pi systems, unstable
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Hydrazino-Bridged Annulenes, 7. - Synthesis of Diethyl 6H-9b,9c-Diazacyclopenta[cd]phenalene-5,7-dicarboxylateThe 1,4-dihydropyridine 4 has been obtained from 1-amino-pyrrole and diethyl 2,6-dioxo-3,5-heptanedicarboxylate. Subsequent Vilsmeier reaction led to the aldehyde 7 which could be transformed into the tricyclic aldehyde 8b in a repeated Vilsmeier reaction. Final cyclization was achieved with sodium ethanolate yielding the extremly unstable diazacyclo-penta[cd]phenalene derivative 9.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1990199001119
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