27127-08-8Relevant articles and documents
Cu-Catalyzed Enantioselective Reductive Coupling of 1,3-Dienes and Aldimines
Li, Mingfeng,Wang, Jiping,Meng, Fanke
, (2018)
Catalytic chemo- and enantioselective generation of 1,3-disubstituted allyl-Cu complexes from a Cu-H addition to 1,3-dienes followed by in situ reactions with aldimines to construct homoallylic amines is presented. The method is distinguished by an unprec
Highly Efficient and Recyclable Porous Organic Polymer Supported Iridium Catalysts for Dehydrogenation and Borrowing Hydrogen Reactions in Water
Li, Jiahao,Liu, Hongqiang,Zhu, Haiyan,Yao, Wei,Wang, Dawei
, p. 4751 - 4758 (2021/10/14)
Benzothiazole-doped porous organic polymers (POP-MBTS) were synthesized from a copolymerization reaction of 2-(6-(4-vinylphenyl)pyridin-2-yl)benzo[d]thiazole with divinylbenzene. The corresponding POP-MBTS-Ir was obtained and fully characterized using SEM, TEM, EDS, TGA, XPS, and N2 sorption isotherms, which disclosed that this catalyst has a high surface area, hierarchical porosity, and thermodynamic stability. Importantly, this catalyst revealed a high catalytic activity for ten different kinds of borrowing hydrogen and dehydrogenation reactions in water with a good recovery performance. Furthermore, mechanistic investigations were conducted for the synthesis of triazine derivatives.
A Diastereodivergent and Enantioselective Approach to syn- And anti-Diamines: Development of 2-Azatrienes for Cu-Catalyzed Reductive Couplings with Imines That Furnish Allylic Amines
Zhou, Pengfei,Shao, Xinxin,Malcolmson, Steven J.
supporting information, p. 13999 - 14008 (2021/09/11)
We introduce a new reagent class, 2-azatrienes, as a platform for catalytic enantioselective synthesis of allylic amines. Herein, we demonstrate their promise by a diastereodivergent synthesis of syn- and anti-1,2-diamines through their Cu-bis(phosphine)-catalyzed reductive couplings with imines. With Ph-BPE as the supporting ligand, anti-diamines are obtained (up to 91% yield, >20:1 dr, and >99:1 er), and with the rarely utilized t-Bu-BDPP, syn-diamines are generated (up to 76% yield, 1:>20 dr, and 97:3 er).
A phosphoryl radical-initiated Atherton-Todd-type reaction under open air
Ou, Yingcong,Huang, Yuanting,He, Zhenlin,Yu, Guodian,Huo, Yanping,Li, Xianwei,Gao, Yang,Chen, Qian
supporting information, p. 1357 - 1360 (2020/02/11)
A phosphoryl radical-initiated Atherton-Todd-type reaction using air as the radical initiator and CHCl3 as the halogenating reagent for the phosphorylation of alcohols, phenols, and amines has been developed. This novel transformation provides a highly efficient route to important phosphinates, phosphinic amides, and phosphoramidates in up to 99% yield with a broad substrate scope under very mild conditions (48 examples).
Diselenide-Mediated Catalytic Functionalization of Hydrophosphoryl Compounds
Handoko,Benslimane, Zacharia,Arora, Paramjit S.
supporting information, p. 5811 - 5816 (2020/07/27)
We report a diaryldiselenide catalyst for cross-dehydrogenative nucleophilic functionalization of hydrophosphoryl compounds. The proposed organocatalytic cycle closely resembles the mechanism of the Atherton-Todd reaction, with the catalyst serving as a recyclable analogue of the halogenating agent employed in the named reaction. Phosphorus and selenium NMR studies reveal the existence of a P-Se bond intermediate, and structural analyses indicate a stereospecific reaction.
A practical method for N-alkylation of phosphinic (thio)amides with alcohols via transfer hydrogenation
Jankins, Tanner C.,Qin, Zi-Yang,Engle, Keary M.
, p. 3272 - 3281 (2019/05/15)
This manuscript describes a modular method for preparing N-alkyl phosphinic amides from primary or secondary alcohols and primary phosphinic amide (R1R2P = ONH2) nucleophiles via transfer hydrogenation. The transformation typically proceeds in excellent yields, employs conveniently available reagents, and produces water as the only byproduct.
Iridium Supported on Phosphorus-Doped Porous Organic Polymers: Active and Recyclable Catalyst for Acceptorless Dehydrogenation and Borrowing Hydrogen Reaction
Yao, Wei,Duan, Zheng-Chao,Zhang, Yilin,Sang, Xinxin,Xia, Xiao-Feng,Wang, Dawei
supporting information, p. 5695 - 5703 (2019/12/30)
Iridium-on-phosphorus-doped porous organic polymers (POP?Ir) were developed by anchoring simple iridium onto the skeleton of porous organic polymers through coordination bonds. This POP?Ir catalyst, which was thoroughly characterized by means of EDS, SEM, TEM, XRD, XPS, and FT-IR, revealed excellent catalytic activity for the reaction of diphenyl phosphinamide with benzyl alcohols through borrowing hydrogen strategy and acceptorless dehydrogenation with wide functional group tolerance. Moreover, this POP?Ir catalyst could be simply recovered and reused for at least five times without a significant loss of activity, and revealed considerable application prospects. The mechanism was investigated to further understand this POP?Ir catalytic system and transformations. Overall, the POP?Ir catalytic system has shown high activity and reusability in the borrowing hydrogen reaction between diphenyl phosphinamides and benzyl alcohols. (Figure presented.).
Reductions of Imines Using Zirconocene Chloride Hydride
Vargová, Denisa,Mudráková, Brigita,Némethová, Ivana,?ebesta, Radovan
, p. 7606 - 7612 (2019/12/03)
Herein, we describe the fast, chemoselective, and clean reduction of imines with zirconocene chloride hydride. The reaction works well on aromatic and enolizable aliphatic aldimines, as well as ketimines. A range of N-protecting groups and various functio
Copper-Catalyzed (Di)Arylmethylation of Phosphorylamides Under Oxidative Conditions
Zhao, Zijian,Liu, Xiaobo,Hou, Anguo,Lian, Yan
, p. 6857 - 6866 (2019/01/04)
A compatible and practical (di)arylmethylation of phosphorylamides was successfully accessed in the presence of copper iodide as the catalyst, azodiisobutyronitrile as the radical initiator, and di-tert-butyl peroxide as the oxidant. Both methylarenes and diaryl methanes were compatible under the oxidative conditions, enjoying broad functional groups tolerance (51 examples) and good efficiency (up to 90 % yields).
Cobalt-catalyzed oxidative arylmethylation of phosphorylamides
Xiao, Jing,Li, Ping,Zhang, Yingjun,Xie, Dexun,Peng, Zhihong,An, Delie,Dong, Wanrong
, p. 4558 - 4568 (2018/07/30)
A cobalt-catalyzed strategy for N-arylmethylation of phosphorylamides was herein achieved with the assistance of azodiisobutyronitrile as the radical initiator and di-tert-butyl peroxide as the oxidant. Both methylarenes and diaryl methanes were compatible under the oxidative conditions, expressing broad substrate scope (51 examples) and high efficiency (up to 87% yield).
