655224-18-3Relevant articles and documents
Enantioseletive Fluorination of 3-Functionalized Oxindoles Using Electron-rich Amino Urea Catalyst
Jiang, Xiaojian,Wang, Haitao,He, Haoquan,Wang, Wei,Wang, Yuqiang,Ke, Zhihai,Yeung, Ying-Yeung
, p. 4710 - 4714 (2018/11/10)
An enantioselective fluorination of 3-functionalized oxindoles using electron-rich amino urea catalyst is described. Various 3-functionalized 3-fluoro-2-oxindoles were obtained in good yields and enantio-selectivity. The resulting enantioenriched 3-methylene nitrile 3-fluoro-2-oxindole product was found to inhibit indoleamine 2,3-dioxygenase considerably. (Figure presented.).
Highly enantioselective fluorination of unprotected 3-substituted oxindoles: One-step synthesis of BMS 204352 (MaxiPost)
Li, Jun,Cai, Yunfei,Chen, Weiliang,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming
, p. 9148 - 9155 (2013/01/15)
The catalytic enantioselective fluorination of N-H-free 3-substituted oxindoles was accomplished by a Sc(III)/N,N′-dioxide complex. Under mild reaction conditions, a series of 3-aryl- and 3-alkyl-3-fluoro-2-oxindoles were obtained in excellent yields (up to 98%) and enantioselectivities (up to 99% ee) by using N-fluorobisbenzenesulfonimide (NFSI) as the fluorination agent. MaxiPost was synthesized efficiently in 81% yield with 96% ee.
New approaches to enantioselective fluorination: Cinchona alkaloids combinations and chiral ligands/metal complexes
Shibata, Norio,Ishimaru, Takehisa,Nakamura, Shuichi,Toru, Takeshi
, p. 469 - 483 (2008/01/03)
The selective construction of carbon-fluorine bonds is of great interest to medicinal chemists because the replacement of a hydrogen or an oxygen atom with a fluorine atom in biologically active molecules can confer the molecules with improved physicochem
