296776-36-8Relevant academic research and scientific papers
Catalytic enantioselective synthesis of 3-substituted benzosultams via Corey-Bakshi-Shibata reduction of cyclic N-sulfonylimines
Enders, Dieter,Seppelt, Matthias
, p. 402 - 404 (2011)
The catalytic asymmetric synthesis of 3-substituted benzo-fused sultams employing the Corey-Bakshi-Shibata reduction with catecholborane of the corresponding cyclic N-sulfonylimines is reported. Good to excellent yields (74-95%) and enantiomeric excesses
Nickel-Catalyzed Asymmetric Transfer Hydrogenation and α-Selective Deuteration of N-Sulfonyl Imines with Alcohols: Access to α-Deuterated Chiral Amines
Yang, Peng,Zhang, Li,Fu, Kaiyue,Sun, Yaxin,Wang, Xiuhua,Yue, Jieyu,Ma, Yu,Tang, Bo
supporting information, p. 8278 - 8284 (2020/11/03)
A nickel-catalyzed enantioselective transfer hydrogenation and deuteration of N-sulfonyl imines was developed. Excellent α-selectivity and high deuterium content were achieved by using inexpensive 2-propanol-d8 as a deuterium source. As a highlight, no deuteration of β-C-H and the remote C-H of N-sulfonyl amines occurred, which is hard to achieve using other imines or by hydrogen isotope exchange with D2O. Mechanism studies indicated a stepwise pathway through the [Ni-D] intermediate.
B(C6F5)3-Catalyzed Reduction of Cyclic N-Sulfonyl Ketimines
Shi, Lei,Bao, Robert Li-Yuan,Zheng, Limin,Zhao, Rong
, p. 6550 - 6556 (2019/10/22)
A metal-free method for reduction of cyclic N-sulfonyl ketimines catalyzed by B(C6F5)3, using commercially available methylphenylsilane as a reducing reagent under mild conditions has been developed. This reductive protoco
Nickel-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Imines
Li, Bowen,Chen, Jianzhong,Zhang, Zhenfeng,Gridnev, Ilya D.,Zhang, Wanbin
supporting information, p. 7329 - 7334 (2019/05/01)
An efficient nickel-catalyzed asymmetric hydrogenation of N-tBu-sulfonyl imines was developed with excellent yields and enantioselectivities using (R,R)-QuinoxP* as a chiral ligand. The use of a much lower catalyst loading (0.0095 mol %, S/C=10500) represents the highest catalytic activity for the Ni-catalyzed asymmetric hydrogenations reported so far. Mechanistic studies suggest that a coordination equilibrium exists between the nickel salt and its complex, and that excess nickel salt promotes the formation of the active Ni-complex, and therefore improved the efficiency of the hydrogenation. The catalytic cycle was also investigated by calculations to determine the origin of the enantioselectivity. An extensive network of numerous weak attractive interactions was found to exist between the catalyst and substrate in the transition state and may also contribute to the high catalytic activity.
Enantioselective Radical Construction of 5-Membered Cyclic Sulfonamides by Metalloradical C-H Amination
Hu, Yang,Lang, Kai,Li, Chaoqun,Gill, Joseph B.,Kim, Isaac,Lu, Hongjian,Fields, Kimberly B.,Marshall, McKenzie,Cheng, Qigan,Cui, Xin,Wojtas, Lukasz,Zhang, X. Peter
, p. 18160 - 18169 (2019/11/19)
Both arylsulfonyl and alkylsulfonyl azides can be effectively activated by the cobalt(II) complexes of D2-symmetric chiral amidoporphyrins for enantioselective radical 1,5-C-H amination to stereoselectively construct 5-membered cyclic sulfonami
Asymmetric transfer hydrogenation reactions of: N -sulfonylimines by using alcohols as hydrogen sources
Yang, Fan,Chen, Jingchao,Shen, Guoli,Zhang, Xuexin,Fan, Baomin
supporting information, p. 4963 - 4966 (2018/05/23)
A palladium/zinc co-catalytic system was established and successfully utilized in the asymmetric transfer hydrogenation reactions of N-sulfonylimines with alcohols as hydrogen sources. Simple alcohols such as methanol, ethanol and benzyl alcohols are all
Pd/Zn(OTf)2 Co-Catalyzed Asymmetric Hydrogenation of Imines under Normal Pressure of Hydrogen
Gao, Yang,Yang, Fan,Pu, Dongdong,Laishram, Ronibala Devi,Fan, Ruifeng,Shen, Guoli,Zhang, Xuexin,Chen, Jingchao,Fan, Baomin
, p. 6274 - 6279 (2018/11/23)
An efficient method for the asymmetric hydrogenation of cyclic and acyclic N-sulfonylimines co-catalyzed by Pd/Zn(OTf)2 using hydrogen gas under ambient pressure was developed. The methodology offers an easy access to generate chiral sulfonylam
Preparation method for chiral sulfonamide organic compound
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Page/Page column 6, (2019/01/08)
The invention discloses a preparation method for a chiral sulfonamide organic compound. The preparation method for the chiral sulfonamide organic compound is characterized in that a sulfonimide compound and hydrogen serve as reaction raw materials, and a
An N-heterocyclic carbene iridium catalyst with metal-centered chirality for enantioselective transfer hydrogenation of imines
Li, Yanjun,Lei, Meng,Yuan, Wei,Meggers, Eric,Gong, Lei
supporting information, p. 8089 - 8092 (2017/07/22)
A cyclometalating N-heterocyclic carbene iridium complex featuring metal-centered chirality was designed and used for the asymmetric transfer hydrogenation (ATH) of imines. Four strongly σ-donating carbon-based substituents (2 carbenes and 2 phenyl moieti
Synthesis of chiral sultams via palladium-catalyzed intramolecular asymmetric reductive amination
Song, Bo,Yu, Chang-Bin,Ji, Yue,Chen, Mu-Wang,Zhou, Yong-Gui
supporting information, p. 1704 - 1707 (2017/02/10)
A novel palladium-catalyzed intramolecular reductive amination of ketones with weakly nucleophilic sulfonamides has been developed in the presence of a Br?nsted acid, giving a wide range of chiral γ-, δ-, and ε-sultams in high yields and up to 99% of enan
