136490-90-9Relevant academic research and scientific papers
Synthesis of 2-(1h-indol-2-yl)acetamides via br?nsted acid-assisted cyclization cascade
Aksenov, Alexander V.,Aksenov, Dmitrii A.,Aksenov, Nicolai A.,Griaznov, Georgii D.,Prityko, Lidiya A.,Rubin, Michael,Skomorokhov, Anton A.
, p. 12128 - 12146 (2020/11/10)
An efficient and straightforward Br?nsted-acid mediated cascade process was developed, involving cyclization of readily available β-ketonitriles into 2-aminofurans, and their subsequent recyclization into 2-(1H-indol-2-yl)acetamides is developed. This synthetic route opens a new avenue for an expeditious assembly of various isotryptamine derivatives for medicinal chemistry.
Synthesis of dihydroquinolinones via iridium-catalyzed cascade C-H amidation and intramolecular aza-Michael addition
Pan, Changduo,Yang, Zhenkun,Xiong, Hao,Teng, Jiangang,Wang, Yun,Yu, Jin-Tao
supporting information, p. 1915 - 1918 (2019/05/02)
An iridium-catalyzed annulation of chalcones with sulfonyl azides via cascade C-H amidation and intramolecular aza-Michael addition was developed, affording a variety of 2-aryl-2,3-dihydro-4-quinolones in moderate to good yields. This reaction features ea
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
, 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.
Iridium-catalyzed direct C-H amidation with weakly coordinating carbonyl directing groups under mild conditions
Kim, Jinwoo,Chang, Sukbok
, p. 2203 - 2207 (2014/03/21)
An iridium-catalyzed direct C-H amidation of weakly coordinating substrates, in particular of those bearing ester and ketone groups, under very mild conditions has been developed. The observed high reaction efficiency was achieved by the combined use of acetic acid and lithium carbonate as additives. Copyright
