46796-05-8Relevant academic research and scientific papers
Chemo- and Regioselective Hydroarylation of Alkenes with Aromatic Amines Catalyzed by [Ph3C][B(C6F5)4]
Zhu, Wenguo,Sun, Qiu,Wang, Yaorong,Yuan, Dan,Yao, Yingming
supporting information, p. 3101 - 3104 (2018/05/28)
A nonmetal catalyst [Ph3C][B(C6F5)4] has been developed to catalyze hydroarylation reaction of alkenes with aromatic primary, secondary, and tertiary amines, which generated aniline derivatives in 32-98% yields. This method is applicable to a wide range of substrates, is highly chemo- and regioselective, and provides a simple and efficient approach for aniline derivative preparation.
Asymmetric Cycloisomerization of o-Alkenyl-N-Methylanilines to Indolines by Iridium-Catalyzed C(sp3)?H Addition to Carbon–Carbon Double Bonds
Torigoe, Takeru,Ohmura, Toshimichi,Suginome, Michinori
, p. 14272 - 14276 (2017/10/23)
Highly enantioselective cycloisomerization of N-methylanilines, bearing o-alkenyl groups, into indolines is established. An iridium catalyst bearing a bidentate chiral diphosphine effectively promotes the intramolecular addition of the C(sp3)?H bond across a carbon–carbon double bond in a highly enantioselective fashion. The reaction gives indolines bearing a quaternary stereogenic carbon center at the 3-position. The reaction mechanism involves rate-determining oxidative addition of the N-methyl C?H bond, followed by intramolecular carboiridation and subsequent reductive elimination.
Gold-catalyzed hydroarylation of alkenes with dialkylanilines
Hu, Xingbang,Martin, David,Melaimi, Mohand,Bertrand, Guy
supporting information, p. 13594 - 13597 (2015/02/05)
Anti-Bredt di(amino)carbene supported gold(I) chloride complexes are readily prepared in two steps from the corresponding isocyanide complexes. In the presence of KB(C6F5)4as chloride scavenger, they promote the unprecedented hydroarylation reaction of alkenes with N,N-dialkylanilines with high para-selectivity. The latter are challenging arenes for Friedel-Craft reactions, due to their high basicity.
Catalytic alkylation of aromatic amines with styrene in the presence of cationic rhodium complexes and acid
Beller, Matthias,Thiel, Oliver R.,Trauthwein, Harald
, p. 243 - 245 (2007/10/03)
The first transition metal-catalyzed Friedel-Crafts alkylation of aromatic amines with styrene is reported. ortho-Alkylation of anilines occurs using catalytic amounts of [Rh(cod)2]BF4/4 PPh3 and HBF4.
REACTIONS OF STYRENE WITH AROMATIC AMINES
Olifirov, D. I.,Koshchii, V. A.,Kozlikovskii, Ya. B.
, p. 943 - 948 (2007/10/02)
In alkylation with styrene N,N-dimethylaniline in the presence of aluminum phenoxide, and aniline and N-methylaniline, also in the presence of aluminum phenoxide, as also of the corresponding hydrochlorides, usually form mixtures of mono(α-methylbenzyl)anilines, in which ortho-substitution products predominate.When aluminum phenoxide is used as catalyst, the yields of o-aralkylanilines attain 92-94percent.In the alkylation of N-methyl- and N,N-dimethyl-anilines demethylation and disproportionation occur.
