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Visible-Light-Promoted Synthesis of Vinyloxaziridines from Conjugated Carbonyls.

Authors :
Austin, Brooke E.
Palner, Ryan P.
Tobias, Elissa M.
Madiu, Rufai
Doran, Erin L.
Doran, Jenna M.
Howard, Amari M.
Stroud, James L.
Rossi, Morgan E.
Moskovitz, Dylan A.
Rivera, Dominic A.
Mullen, Michael D.
Zinsky, Amy H.
Rosario, Rose A.
Moura-Letts, Gustavo
Source :
Synlett; Feb2024, Vol. 35 Issue 3, p325-329, 5p
Publication Year :
2024

Abstract

This article explores the synthesis of vinyloxaziridines from conjugated nitrones using visible-light-promoted cycloisomerization. Previous attempts to synthesize oxaziridines under photochemical conditions have been unsuccessful, but the authors of this study discovered a successful method using benzaldehyde and benzylhydroxylamine hydrochloride. Further optimization of the reaction led to high yields of vinyloxaziridines. The study also found that substituted cinnamaldehydes and enals were ideal for the reaction, and changing the electronic nature of the cinnamyl ring did not affect the efficiency. The research provides valuable insights into the synthesis of complex nitrogen-containing heterocycles and suggests potential for further research in this area. [Extracted from the article]

Details

Language :
English
ISSN :
09365214
Volume :
35
Issue :
3
Database :
Complementary Index
Journal :
Synlett
Publication Type :
Academic Journal
Accession number :
175119285
Full Text :
https://doi.org/10.1055/a-2153-6687