Tandem ring-opening/closing reactions of N-Ts aziridines and aryl propargyl alcohols promoted by t-BuOK.
t-BuOK was found to be an effective promoting reagent for tandem ring-opening/closing reactions of various N-Ts aziridines and aryl propargyl alcohols to afford dihydroxazine derivatives in moderate to good yields. A plausible reaction mechanism has been proposed.
Wang
Liang
L
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.
Liu
Qi-Bin
QB
Wang
Duo-Sheng
DS
Li
Xin
X
Han
Xiu-Wen
XW
Xiao
Wen-Jing
WJ
Zhou
Yong-Gui
YG
D000480:Alkynes / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007202:Indicators and Reagents; D015394:Molecular Structure; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D020005:Propanols / Q000737:chemistry*
D000480:Alkynes; D001388:Aziridines; D007202:Indicators and Reagents; D010078:Oxazines; D020005:Propanols; C028255:propargyl alcohol