Copper-Catalyzed Lactamization of (E)-2-(2-Bromophenyl)-3-arylacrylamides for the Synthesis of (E)-3-Arylideneindolin-2-ones
A copper-catalyzed, ligand-free intramolecular C-N coupling of (E)-2-(2-bromophenyl)-3-arylacrylamides has been developed. This protocol provides an efficient and practical synthetic route for the biologically important (E)-3-arylideneindolin-2-ones from
Luo, Xiang,Zhang, Qianzhong,Jiang, Yi,Wang, Chengxin,Song, Xianheng,Li, Jianheng,Yan, Qinfang,Chan, Albert S. C.,Zou, Yong
p. 6698 - 6710
(2021/05/29)
Highly diastereoselective synthesis of tetralin-fused spirooxindoles via lewis acid-catalyzed C(sp3)H bond functionalization
A highly diastereoselective synthesis of tetralin-fused spirooxindole derivatives was described. Treatment of benzylidene oxindoles with a catalytic amount of Sc(OTf)3 in refluxing hexane afforded the target compounds in good chemical yields with excellent diastereoselectivities (up to >20:1). Detailed investigation of the reaction mechanism revealed that both interconversion of the two diastereomers and their solubility difference in reaction medium were the key to achieving excellent diastereoselectivities.
Machida, Mizuki,Mori, Keiji
supporting information
p. 868 - 871
(2018/07/03)
Regioselective aryl radical cyclisation. Part 2. Synthesis of octahydro-1H-dibenzo[a,d]cycloheptenes through 7-endo ring closure
A simple convergent synthesis of trans- and cis-octahydro-1H-dibenzo[a,d]cycloheptenes 15a-c and 16a-c and 20a-c and 21a-c through implementation of a regioselective 7-endo-trig-aryl radical cyclisation of the respective 2-(o-bromoarylethyl)-1-methylenecy