136490-91-0Relevant academic research and scientific papers
Br?nsted Acid-Catalysed Allylic Amination of 1-(2-Aminoaryl)prop-2-en-1-ols to 1,2-Dihydroquinolines
Day, David Philip,Henry, Stuart Adam,Zhao, Yichao,Jin, Jianwen,Clarkson, Guy James,Chan, Philip Wai Hong
, p. 673 - 681 (2018/07/05)
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 %.
Nazarov cyclization of 1,4-pentadien-3-ols: Preparation of cyclopenta[b]indoles and spiro[indene-1,4′-quinoline]s
Wang, Zhiming,Xu, Xingzhu,Gu, Zhanshou,Feng, Wei,Qian, Houjun,Li, Zhengyi,Sun, Xiaoqiang,Kwon, Ohyun
supporting information, p. 2811 - 2814 (2016/02/18)
The first Lewis acid-catalyzed intramolecular interrupted Nazarov cyclization of 1,4-pentadien-3-ols is described. Using FeBr3 as the catalyst, a series of new substituted cyclopenta[b]indoles was prepared - through a sequence of Nazarov cyclization, nucleophilic amination, and isomerization - with good yields and high diastereo- and regioselectivities. A similar catalytic process was also developed for the synthesis of structurally interesting spiro[indene-1,4′-quinoline]s.
