Synthesis of beta-formylsteroidal enamides and their conversion into geminal dichlorides

Authors
Boruah, RC Ahmed, S Sharma, U Sandhu, JS
Citation
Rc. Boruah et al., Synthesis of beta-formylsteroidal enamides and their conversion into geminal dichlorides, I J CHEM B, 38(3), 1999, pp. 274-282
Citations number
33
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
38
Issue
3
Year of publication
1999
Pages
274 - 282
Database
ISI
SICI code
0376-4699(199903)38:3<274:SOBEAT>2.0.ZU;2-E
Abstract
A novel class of beta-formylsteroidal enamides has been prepared from 16-de hydropregnenolone-20-oxime. Reaction of these enamides with Vilsmeier reage nt affords steroidal geminal dichlorides in good yields. Reaction of the co rresponding C-16 formylidenemalononitrile derivative with chloromethyleneim inium salt, however, leads to a ring-D fused pyridosteroid.