Synthesis of 4-Isoxazolines via Visible-Light Photoredox-Catalyzed [3 + 2] Cycloaddition of Oxaziridines with Alkynes
Gwang Seok Jang, Junggeun Lee, Jungseok Seo and Sang Kook Woo*
*Department of Chemistry, University of Ulsan, 93 Daehak-Ro,
Nam-Gu, Ulsan 44610, Korea, Email: woosk
ulsan.ac.kr
G. S. Jang, J. Lee, J. Seo, S. K. Woo, Org. Lett., 2017, 19, 6448-6451.
DOI: 10.1021/acs.orglett.7b03369
see article for more reactions
Abstract
Visible-light photoredox catalysis enables a green method for [3 + 2] cycloaddition of oxaziridines with alkynes to form 4-isoxazolines in good yields. This atom-economical reaction tolerates various functional groups. Moreover, the cyclization products can be conveniently converted into tetrasubstituted allylic alcohols and enamines.
see article for more examples
proposed mechanism
Key Words
ID: J54-Y2017
