NBS-mediated elimination of ß-keto sulfides to access enones and dienones.
Org Biomol Chem
; 21(6): 1163-1167, 2023 Feb 08.
Article
em En
| MEDLINE
| ID: mdl-36647815
ABSTRACT
A novel transformation of ß-keto sulfides into enones has been developed. The new method facilitates an NBS-mediated elimination of sulfides to access both enones and dienones. 22 enone products were obtained in moderate to high yields. 4 different dienones were also prepared in 73%-93% yields. 7 different alkylthio motifs have been removed efficiently from ß-keto sulfides. We also found that our transformation proceeds well in gram-scale reactions showing no decrease in yield. This methodology is significant in the research and application of sulfides, giving a new pathway to transform ß-keto sulfides into enones.
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MEDLINE
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En
Ano de publicação:
2023
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Article