Areno-annelated estra-1,3,5(10),6,8,11,14,16-octaenes

Citation
T. Thiemann et al., Areno-annelated estra-1,3,5(10),6,8,11,14,16-octaenes, NEW J CHEM, 25(9), 2001, pp. 1104-1107
Citations number
25
Categorie Soggetti
Chemistry
Journal title
NEW JOURNAL OF CHEMISTRY
ISSN journal
11440546 → ACNP
Volume
25
Issue
9
Year of publication
2001
Pages
1104 - 1107
Database
ISI
SICI code
1144-0546(200109)25:9<1104:AE>2.0.ZU;2-Y
Abstract
The novel areno-annelated estra-1,3,5(10),6,8,11,14,16-octaenes are synthes ized in a simple, four-step protocol. The preparation includes a new areno- annelation of an alpha -bromo-delta -nitrodiene 3 incorporating a domino He ck-cyclisation-aromatisation sequence with the nitro functionality acting a s a leaving group. The framework of the resulting areno-annelated estra-1,3 ,5(10),16-tetraenes can be dehydrogenated easily with DDQ to give the title compounds.