《Controllable access to trifluoromethyl-containing indoles and indolines: palladium-catalyzed regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides》 was written by Yang, Hefei; Wang, Le-Cheng; Zhang, Yu; Zheng, Dongling; Chen, Zhengkai; Wu, Xiao-Feng. Electric Literature of C6H5ClINThis research focused ontrifluoromethyl containing indole regioselective preparation; regioselective preparation trifluoromethyl containing indoline; alkene trifluoroacetimidoyl chloride cyclization palladium catalyst. The article conveys some information:
A palladium-catalyzed substrate-controlled regioselective functionalization of unactivated alkenes with trifluoroacetimidoyl chlorides had been developed, which provided a direct but controllable access to a variety of structurally diverse trifluoromethyl-containing indoles I [R = CF2H, CF3, C2F5, C3F7; R1 = H, 5-Et, 6-F, etc.; R2 = H, Me, Ph; R3 = H, Me, cyclopropyl; Q = 8-quinolininyl] and trifluoromethyl-containing indolines II [R4 = H, 6-Br, 5-MeO, etc.; R5 = H, Me, Et, i-Pr, Bn, (CH2)2C6H5; R6 = CF2H, CF3, C2F5, CF2Cl, CF2Br]. In more detail, with respect to γ,δ-alkenes, 1,1-geminal difunctionalization of unactivated alkenes with trifluoroacetimidoyl chloride enables the [4 + 1] annulation to produce indoles; as for β,γ-alkenes, a [3 + 2] heteroannulation with the hydrolysis product of trifluoroacetimidoyl chloride through 1,2-vicinal difunctionalization of alkenes occurs to deliver indoline products. The structure of alkene substrates differentiates the regioselectivity of the reaction. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN)
4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Electric Literature of C6H5ClIN
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com