1260757-06-9Relevant academic research and scientific papers
The catalytic enantioselective synthesis of tetrahydroquinolines containing all-carbon quaternary stereocenters via the formation of aza-ortho-xylylene with 1,2-dihydroquinoline as a precursor
Li, Guangxun,Liu, Hongxin,Wang, Yingwei,Zhang, Shiqi,Lai, Shujun,Tang, Ling,Zhao, Jinzhong,Tang, Zhuo
, p. 2304 - 2306 (2016)
Tetrahydroquinolines (THQs) with an all-carbon quaternary stereocenter were effectively obtained via the in situ formation of aza-ortho-xylylene (AOX) with easily accessible 1,2-dihydroquinolines as precursors. The reaction was rationalized with chiral phosporic acid to afford chiral THQs with high yield and excellent enantioselectivity.
Enantioselective Organocatalytic Transfer Hydrogenation of 1,2-Dihydroquinoline through Formation of Aza-o-xylylene
Li, Guangxun,Liu, Hongxin,Lv, Gang,Wang, Yingwei,Fu, Qingquan,Tang, Zhuo
supporting information, p. 4125 - 4127 (2015/09/15)
A new way of forming the aza-o-xylylene with easily accessible 1,2-dihydroquinolines as precursor has been developed. The presence of an electron-donating group at the proper position of 1,2-dihydroquinoline was crucial for protonation of the alkene through dearomatization with a simple Bronsted acid. The in situ forming reactive intermediate was trapped with Hantzsch ester to afford tetrahydroquinolines in excellent yield and enantioselectivity.
Ceric ammonium nitrate: An efficient catalyst for one-pot synthesis of 2,2,4-trimethyl-1,2-dihydroquinolines
Durgadas, Shylaprasad,Chatare, Vijay K.,Mukkanti, Khagga,Pal, Sarbani
experimental part, p. 306 - 310 (2011/07/08)
Ceric ammonium nitrate (CAN) catalyzed the one-pot synthesis of 2,2,4-trirnethyl-1,2-dihydroquinoline derivatives from substituted anilines and acetone via a modified Skraup reaction. The methodology was used to synthesize a novel dihydroquinoline-based compound derived from an anti-inflammatory agent nimesulide.
