INVESTIGATIONS ON THE FORMATION OF 6-HYDR OXYINDOLE IN THE NENITZESCU-REACTION .5. CYCLIZATION OF C-(QUINONYLALKYL)ENAMINONE DERIVATIVES .1

Authors
KUCKLANDER U LESSEL U POLL W
Citation
U. Kucklander et al., INVESTIGATIONS ON THE FORMATION OF 6-HYDR OXYINDOLE IN THE NENITZESCU-REACTION .5. CYCLIZATION OF C-(QUINONYLALKYL)ENAMINONE DERIVATIVES .1, Archiv der pharmazie, 327(3), 1994, pp. 143-155
Citations number
18
Categorie Soggetti
Chemistry,"Pharmacology & Pharmacy
Journal title
Archiv der pharmazie → ACNP
ISSN journal
03656233
Volume
327
Issue
3
Year of publication
1994
Pages
143 - 155
Database
ISI
SICI code
0365-6233(1994)327:3<143:IOTFO6>2.0.ZU;2-T
Abstract
The labile quinonylalkylenaminones 10a-c and 11a-c are synthesized and cyclized to the products 17, 21 and 22a-c. In solution the tricyclic systems 22a-c react to spirocompounds 19a-c and 20a-c. The structure o f 22a is confirmed by X-ray analysis. Semiempiric quantum chemical cal culations and Peason's concept of hard and soft acids and bases are us ed to explain the observed reactions.