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An Acid-Catalyzed Addition and Dehydration Sequence for the Synthesis of Heteroarylated Steroidal Dienes.
- Source :
-
Journal of Organic Chemistry . 2/2/2018, Vol. 83 Issue 3, p1643-1648. 6p. - Publication Year :
- 2018
-
Abstract
- Additions of heteroarenes to hormone steroids containing an a,ß-unsaturated ketone are reported. Additions of a range of electron-rich heteroarene nucleophiles, including indoles, a pyrrole, and a thiophene, to a variety of commercially available steroids and subsequent dehydration formed 3-heteroarylated steroidal dienes in up to 93% yield. This atom-economical reaction sequence occurs under mild reaction conditions in the presence of catalytic bismuth triflate. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00223263
- Volume :
- 83
- Issue :
- 3
- Database :
- Academic Search Index
- Journal :
- Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 127911540
- Full Text :
- https://doi.org/10.1021/acs.joc.7b03045