Formation of functionalized 2H-azirines through PhIO-mediated trifluoroethoxylation and azirination of enamines.
A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.
Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University , Tianjin 300072, China, and Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300072, China.
Xiaoqian
X
Sun
Youran
Y
Lyu
Daisy
D
Zhang-Negrerie
Yunfei
Y
Du
Kang
K
Zhao
D000588:Amines / Q000737:chemistry*; D001389:Azirines / Q000138:chemical synthesis* / Q000737:chemistry; D007462:Iodobenzenes / Q000737:chemistry*; D015394:Molecular Structure
D000588:Amines; D001389:Azirines; D007462:Iodobenzenes; C037276:iodosobenzene