1099592-76-3Relevant academic research and scientific papers
Catalyst-free synthesis of 3-(1-arylsulfonylalkyl)indoles via three-component reaction of indoles, carbonyls, and arenesulfinic acids
Huang, Wenzhong,Yang, Juan,Li, Xiangguang,Yuan, Lin,Ma, Yinhai,Zhou, Qinglong,Liang, Deqiang
supporting information, p. 772 - 777 (2016/05/09)
A catalyst-free three-component reaction of indoles, carbonyls, and arenesulfinic acids performed at room temperature provides direct access to biologically important 3-(1-arylsulfonylalkyl)indoles. This process features mild conditions, low cost, broad s
Highly enantioselective monofluoromethylation of C2-arylindoles using FBSM under chiral phase-transfer catalysis
Matsuzaki, Kohei,Furukawa, Tatsuya,Tokunaga, Etsuko,Matsumoto, Takashi,Shiro, Motoo,Shibata, Norio
, p. 3282 - 3285 (2013/07/26)
The highly enantioselective addition of 1-fluoro-1,1-bis(phenylsulfonyl) methane (FBSM) to vinylogous imines generated in situ from 2-aryl-3-(1- arylsulfonylmethyl)indoles was achieved using chiral ammonium salts derived from cinchona alkaloids. One-pot c
Chiral bronsted base-promoted nitroalkane alkylation: Enantioselective synthesis of sec -Alkyl-3-substituted indoles
Dobish, Mark C.,Johnston, Jeffrey N.
supporting information; experimental part, p. 5744 - 5747 (2011/03/23)
A Bronsted base-catalyzed reaction of nitroalkanes with alkyl electrophiles provides indole heterocycles substituted at C3 bearing a sec-alkyl group with good enantioselectivity (up to 90% ee). Denitration by hydrogenolysis provides a product with equally high ee. An indolenine intermediate is implicated in the addition step, and surprisingly, water cosolvent was found to have a beneficial effect in this step, leading to a one-pot protocol for elimination/enantioselective addition using PBAM, a bis(amidine) chiral nonracemic base.
