Trichloroisocyanuric Acid Promoted Cascade Cyclization/Trifluoromethylation of Allylic Oximes: Synthesis of Trifluoromethylated Isoxazolines

Weigang Zhang; Yingpeng Su; Ke-Hu Wang; Lili Wu; Bingbing Chang; Ya Shi; Danfeng Huang; Yulai Hu

doi:10.1021/acs.orglett.6b03582

Trichloroisocyanuric Acid Promoted Cascade Cyclization/Trifluoromethylation of Allylic Oximes: Synthesis of Trifluoromethylated Isoxazolines

Org Lett. 2017 Jan 20;19(2):376-379. doi: 10.1021/acs.orglett.6b03582. Epub 2017 Jan 9.

Authors

Weigang Zhang¹, Yingpeng Su¹, Ke-Hu Wang¹, Lili Wu¹, Bingbing Chang¹, Ya Shi¹, Danfeng Huang¹, Yulai Hu^{1

2}

Affiliations

¹ College of Chemistry and Chemical Engineering, Northwest Normal University , 967 Anning East Road, Lanzhou 730070, P. R. China.
² State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou 730000, P. R. China.

PMID: 28067052
DOI: 10.1021/acs.orglett.6b03582

Abstract

Cheap and commercially available trichloroisocyanuric acid has been used to promote trifluoromethylation by using TMSCF₃ as the trifluoromethyl source. The method provides a novel and efficient protocol for the construction of CF₃-containing 4,5-dihydroisoxazoles from allylic oximes in good to excellent yields.

Publication types

Research Support, Non-U.S. Gov't