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- Title
Synthesis of Novel Cyclic Nitrones with gem‐Difluoroalkyl Side Chains Through Cascade Reactions.
- Authors
Soulieman, Ali; Ibrahim, Rima; Barakat, Zeinab; Gouault, Nicolas; Roisnel, Thierry; Boustie, Joel; Grée, René; Hachem, Ali
- Abstract
New five‐membered cyclic nitrones with gem‐difluoroalkyl groups in γ‐position have been prepared by a 3‐step sequence starting from propargylic alcohols. This domino process involves a base‐mediated isomerization reaction to enones, which are trapped in situ by nitroalkane anions. In a final step, starting from these key precursors, a reduction‐cyclization process affords the target molecules. Mono‐ and bicyclic nitrones have been prepared by this route which allows, as well, the synthesis of nitrones with functional groups in terminal position of the side chain.
- Subjects
NITRONES; ISOXAZOLIDINES; FUNCTIONAL groups; ALKANES; ISOMERIZATION
- Publication
European Journal of Organic Chemistry, 2020, Vol 2020, Issue 35, p5741
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202000972