4945-26-0Relevant articles and documents
Palladium-catalyzed external-oxidant-free coupling reactions between isoquinoline/quinoline N-oxides with olefins
Guo, Tao,Liu, Yu,Zhao, Yun-Hui,Zhang, Pan-Ke,Han, Shu-Lei,Liu, Hong-Min
, p. 3920 - 3923 (2016)
A convenient and efficient approach for the synthesis of 1-alkenylisoquinolines and 2-alkenylquinolines was developed via palladium-catalyzed coupling reactions between isoquinoline/quinoline N-oxides with olefins under external-oxidant-free conditions. B
Manganese catalyzed C-alkylation of methylN-heteroarenes with primary alcohols
Jana, Akash,Kumar, Amol,Maji, Biplab
supporting information, p. 3026 - 3029 (2021/03/29)
C-Alkylations of nine different classes of methyl-substitutedN-heteroarenes, including quinolines, quinoxalines, benzimidazoles, benzoxazoles, pyrazines, pyrimidines, pyridazines, pyridines, and triazines are disclosed. A bench stable earth-abundant Mn(i)-complex catalyzed the chemoselective hydrogen-transfer reaction utilizing a diverse range of primary alcohols as the non-fossil fuel-derived carbon source. The diversifiedN-heteroarenes (41 examples) were isolated in high yields and selectivities. Water is produced as the sole byproduct, making the protocol environmentally benign.
Role of Benzylic Deprotonation in Nickel-Catalyzed Benzylic Dehydrogenation
Zhang, Pengpeng,Cantrell, Rachel L.,Newhouse, Timothy R.
supporting information, p. 1652 - 1656 (2021/07/31)
Alkylarenes are readily functionalized via the corresponding benzylic anions. Benzylic anions have been used for a range of catalytic reactions, including Ni-catalyzed dehydrogenation. Interestingly, the employment of Zn(TMP) 2for slow and incomplete deprotonation of the benzylic position was observed. This manuscript describes a preliminary investigation into the deprotonation of heteroarenes and its relationship to Ni-catalyzed benzylic dehydrogenation.
Alkenylation or alkylation reaction method of alkyl-substituted aza-aromatic hydrocarbon
-
Paragraph 0024-0035; 0037-0040, (2020/07/02)
The invention discloses an alkenylation or alkylation reaction method of alkyl-substituted aza-aromatic hydrocarbon. According to the method, alkyl-substituted aza-aromatic hydrocarbon is used as a starting raw material, alcohol is used as an alkenylation or alkylation reagent, alkali is used as an accelerant, a nitrogen-containing or phosphine-containing ligand is used as an auxiliary agent, andan alkenylation or alkylation product is obtained under a heating condition. The method avoids the use of a transition metal catalyst, and has the advantages of easily available raw materials, simpleoperation, mild synthesis reaction conditions, high reaction efficiency, functional group diversity and the like.
Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcoholsviaC-H bond activation
Banerjee, Debasis,Bera, Sourajit,Kabadwal, Lalit Mohan
supporting information, p. 4777 - 4780 (2020/05/13)
The first Fe-catalysed alkylation of 2-methyl and 4-methyl-azaarenes with a series of alkyl and hetero-aryl alcohols is reported (>39 examples and up to 95% yield). Multi-functionalisation of pyrazines and synthesis of anti-malarial drug (±) Angustureine significantly broaden the scope of this methodology. Preliminary mechanistic investigation, deuterium labeling and kinetic experiments including trapping of the enamine intermediate1a'are of special importance.
Iron complex containing diphosphine meta-position carborane ligand as well as preparation method and application of same
-
Paragraph 0032; 0036-0039; 0053-0057, (2020/10/14)
The invention relates to an iron complex containing a diphosphine meta-position carborane ligand as well as a preparation method and application of the same. The iron complex is prepared by the following method: reacting n-BuLi with m-carborane m-C2B10H12, then adding halogenated phosphine for continuous reaction, then adding FeCl2 into a reaction system for continuous reaction, after the reactionis finished, separating the reaction product to obtain an iron complex containing a diphosphine m-carborane ligand, and applying the iron complex to catalytic synthesis of a trans-2-alkenyl azaarenecompound. Compared with the prior art, the method shows efficient catalytic activity in synthesis of the trans-2-alkenyl aza-aromatic hydrocarbon compound through direct condensation reaction of 2-methyl aza-aromatic hydrocarbon and aromatic aldehyde, is low in catalyst dosage, mild in reaction condition, high in reaction rate and relatively high in yield, and has a wide application prospect in industry.
Copper-catalyzed asymmetric silyl addition to alkenyl-substituted N -heteroarenes
Zeng, Ya-Li,Chen, Bo,Wang, Ya-Ting,He, Cheng-Yu,Mu, Zi-Yuan,Du, Ji-Yuan,He, Long,Chu, Wen-Dao,Liu, Quan-Zhong
supporting information, p. 1693 - 1696 (2020/02/20)
Asymmetric conjugate addition of PhMe2SiBPin to a wide range of N-heteroaryl alkenes proceeded in the presence of a copper catalyst coordinated with an easily accessible chiral phosphoramidite ligand to afford useful β-silyl N-heteroarenes in high yields (up to 96%) and excellent enantioselectivities (up to 97% ee).
Nickel-Catalyzed Dehydrogenation of N-Heterocycles Using Molecular Oxygen
Banerjee, Debasis,Bera, Atanu,Bera, Sourajit
supporting information, (2020/09/02)
Herein, an efficient and selective nickel-catalyzed dehydrogenation of five- and six-membered N-heterocycles is presented. The transformation occurs in the presence of alkyl, alkoxy, chloro, free hydroxyl and primary amine, internal and terminal olefin, trifluoromethyl, and ester functional groups. Synthesis of an important ligand and the antimalarial drug quinine is demonstrated. Mechanistic studies revealed that the cyclic imine serves as the key intermediate for this stepwise transformation.
Cobalt-catalyzed alkylation of methyl-substituted N-heteroarenes with primary alcohols: Direct access to functionalized N-heteroaromatics
Mishra, Anju,Dwivedi, Ambikesh D.,Shee, Sujan,Kundu, Sabuj
supporting information, p. 249 - 252 (2019/12/30)
Phosphine free, air and moisture stable Co(NNN) complex catalyzed alkylation of various methyl-substituted N-heteroarenes with alcohols is reported. Following the borrowing hydrogen methodology, a variety of methyl-substituted N-heteroarenes can be functionalized efficiently. To understand the mechanism of this reaction various kinetic and control experiments were carried out.
AIE fluorescence compound used for detecting viscosity and production and application thereof
-
Paragraph 0026-0028, (2019/10/01)
The invention relates to an AIE fluorescence compound used for detecting the viscosity and production and application thereof. The principle of a fluorescent probe of quantitative fluorescence detection of the viscosity is that after the viscosity is impr