TY - JOUR
T1 - Brønsted Acid-Catalysed Allylic Amination of 1-(2-Aminoaryl)prop-2-en-1-ols to 1,2-Dihydroquinolines
AU - Day, David Philip
AU - Henry, Stuart Adam
AU - Zhao, Yichao
AU - Jin, Jianwen
AU - Clarkson, Guy James
AU - Chan, Philip Wai Hong
N1 - Funding Information:
This work is supported by a Start-Up Grant from the Department of Chemistry, University of Warwick, and a Discovery Project Grant (DP160101682) from the Australian Research Council.
Publisher Copyright:
© 2018 CSIRO.
PY - 2018/6/19
Y1 - 2018/6/19
N2 - A highly efficient synthetic method to prepare 1,2-dihydroquinolines that relies on trifluoromethanesulfonic acid (TfOH)-catalysed allylic amination of 1-(2-aminoaryl)prop-2-en-1-ols is described. Achieved at a catalyst loading of 0.01 mol-% under mild conditions at room temperature, the reaction was found to be robust, with a wide range of substitution patterns tolerated. The corresponding N-heterocyclic adducts were obtained in good to excellent yields of 45-93 %.
AB - A highly efficient synthetic method to prepare 1,2-dihydroquinolines that relies on trifluoromethanesulfonic acid (TfOH)-catalysed allylic amination of 1-(2-aminoaryl)prop-2-en-1-ols is described. Achieved at a catalyst loading of 0.01 mol-% under mild conditions at room temperature, the reaction was found to be robust, with a wide range of substitution patterns tolerated. The corresponding N-heterocyclic adducts were obtained in good to excellent yields of 45-93 %.
UR - http://www.scopus.com/inward/record.url?scp=85049173402&partnerID=8YFLogxK
U2 - 10.1071/CH18191
DO - 10.1071/CH18191
M3 - Article
AN - SCOPUS:85049173402
SN - 0004-9425
VL - 71
SP - 673
EP - 681
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
IS - 9
ER -