164733-64-6Relevant articles and documents
N-Alkylation of Amines with Alcohols Catalyzed by Manganese(II) Chloride or Bromopentacarbonylmanganese(I)
Wei, Dongyue,Yang, Peng,Yu, Chuanman,Zhao, Fengkai,Wang, Yilei,Peng, Zhihua
, p. 2254 - 2263 (2021/02/26)
A manganese-catalyzed N-alkylation reaction of amines with alcohols via hydrogen autotransfer strategy has been demonstrated. The developed practical catalytic system including an inexpensive, nontoxic, commercially available MnCl2 or MnBr(CO)5 as the metal salt and triphenylphosphine as a ligand provides access to diverse aromatic, heteroaromatic, and aliphatic secondary amines in moderate-to-high yields. In addition, this operationally simple protocol is scalable to the gram level and suitable for synthesizing heterocycles such as indole and resveratrol-derived amines known to be active for Alzheimer's disease.
Easy and One-Step Synthesis of Ir Single Atom Doped PPy Nanoparticles for Highly Active N-Alkylation Reaction
Iuliano, Mariagrazia,Sarno, Maria,Cirillo, Claudia,Ponticorvo, Eleonora,De Pasquale, Salvatore
, p. 644 - 653 (2021/02/03)
Single atoms are nowadays considered new catalysts offering a lot of advantages such as reduced cost and use of noble metals. Here, we report the catalytic activity towards N-alkylation reactions of single atoms (SACs) of iridium doped polypyrrole (Ir?PPy nanoparticles). The new nanocatalyst exhibits excellent behavior due to the combination of highly active SACs catalyst and the organic conductive support providing strong binding of single atoms and thus improved reusability and easiness to handle. In the presence of a low amount of Ir and of a suitable base, excellent activity (yield >99 %) and selectivity (>99 %) were obtained. In the optimized Ir condition (3 wt.% of Ir) an aniline conversion of about 99 %, with excellent selectivity, just after 600 min, was obtained. Recyclability tests show that the catalyst can be successfully recycled six times without significant catalyst activity loss.
Ru(II)-NHC catalysed N-Alkylation of amines with alcohols under solvent-free conditions
Karaca, Emine ?zge,Dehimat, Zieneb Imene,Ya?ar, Sedat,Gürbüz, Nevin,Tebbani, Dahmane,?etinkaya, Bekir,?zdemir, ?smail
, (2021/04/02)
The reaction of [RuCl2(p-cymene)]2 with in situ prepared Ag-N-heterocyclic carbene (NHC) complexes yields a series of [RuCl2(p-cymene)(NHC)] complexes (2). All of the complexes have been characterised by elemental analysis, and 1H NMR and 13C NMR spectroscopies. These complexes have been tested for the N-alkylation of aromatic amines with arylmethyl alcohols under neat conditions in the presence of KOtBu at 120 °C. Compounds (2) are stable and have high catalytic/selective activity for the N-alkylation reactions of primary amines to afford secondary amines.
Half-sandwich Ru(ii) arene complexes bearing benzimidazole ligands for theN-alkylation reaction of aniline with alcohols in a solvent-free medium
?i?ek, Metin,Gürbüz, Nevin,?zdemir, Nam?k,?zdemir, ?smail,?spir, Esin
, p. 11075 - 11085 (2021/07/02)
In this article, the directN-alkylation reactions of amines with alcohol derivatives using the borrowing hydrogen methodology have been investigated. For this purpose, a new series of half-sandwich ruthenium(ii) complexes bearing N-coordinated benzimidazole complexes have been synthesized and fully characterized by FT-IR,1H NMR and13C NMR spectroscopies. Additionally, the structures of the complexes2a-2ehave been characterized by X-ray crystallography. All new complexes were investigated for their catalytic activities in the alkylation reaction of amines with alcohol derivatives. It was found that alkylation reactions in a solvent-free medium are efficient and selective.
Isoxazole-containing pyridopyrimidinone compound as well as preparation method and application thereof
-
Paragraph 0232; 0234; 0235, (2021/11/19)
The invention relates to an isoxazole-containing pyridinopyrimidinone compound as well as a preparation method and application thereof. The compound disclosed by the invention has a structure shown as a formula (I), has excellent insecticidal activity on sogatella furcifera, brown planthopper and the like, and can be used for medicines or agents for preventing and treating hemiptera pests such as rice planthoppers and aphids. The structure and the preparation process are simple, and the production cost is low.
Dithioacetal-containing pyridopyrimidone derivative as well as preparation and application thereof
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Paragraph 0095-0097, (2021/09/04)
The invention relates to a dithioacetal-containing pyridopyrimidone derivative as well as preparation and application thereof. The compound disclosed by the invention has a structure as shown in a formula (I) in the specification, has excellent insecticidal activity on sogatella furcifera, broad bean aphids and the like, and has a relatively good prevention and treatment effect on potato Y viruses at the same time. The compound can be used for preventing and treating hemiptera pests such as rice planthoppers and aphids, and also can be used for preventing and treating plant viruses such as potato Y viruses. The structure and the preparation process are simple, and the production cost is low.
Half-sandwich (η5-Cp?)Rh(iii) complexes of pyrazolated organo-sulfur/selenium/tellurium ligands: Efficient catalysts for base/solvent free C-N coupling of chloroarenes under aerobic conditions
Joshi, Raj Kumar,Sharma, Charu,Sharma, Kamal Nayan,Srivastava, Avinash Kumar
supporting information, p. 3599 - 3606 (2020/06/10)
Three new pyrazolated chalcogenoether ligated Rh(iii) half-sandwich complexes (1-3) were synthesised by the thermal reaction of chalcogenoether (S, Se and Te) substituted 1H-pyrazole ligands (L1-L3) and [(η5-C5Me5)RhCl]2 in methanol. The complexes were fully characterised by various spectroscopic techniques, and the molecular structures of complexes 1 and2 were also established through single crystal X-ray crystallographic analysis, which indicates a pseudo-octahedral half-sandwich piano-stool geometry around the rhodium metal. All three complexes were found to be thermally stable and insensitive towards air and moisture. One mol% of Rh(iii) complexes (1-3) along with 10 mol% of Cu(OAc)2 were explored for the Buchwald-Hartwig type C-N coupling reactions of amine and aryl chloride. Good to excellent yields (89-92%) of the coupling products were obtained with seleno- and thio-ether functionalised pyrazolated Rh(iii) complexes (1 and 2), while an average yield (39%) was obtained with the telluro-ether functionalised complex (3). In contrast to the previously reported C-N coupling reactions the present reaction works under solvent- and base-free conditions, and the coupling reaction is accomplished in just 6 h with a high yield of the coupling product. The present methodology was also found to be efficient for a wide variety of functionalised aryl halides, and aliphatic or aromatic amines (1° and 2°). Moreover, the reaction also enables the C-N coupling of electron-withdrawing substrates and base-sensitive functionalities.
Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines
Jin, Shengzhou,Lin, Sen,Xie, Bo,Yan, Zhaohua,Yao, Hua,Zhong, Xiaoyang
supporting information, p. 3263 - 3268 (2020/05/14)
A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials.
Active ruthenium(II)-NHC complexes for alkylation of amines with alcohols using solvent-free conditions
Yi?it, Beyhan,?zge Karaca, Emine,Yi?it, Murat,Gürbüz, Nevin,Arslan, Hakan,?zdemir, ?smail
, (2019/11/26)
A series of new ruthenium(II) complexes bearing N-heterocyclic carbene ligands with benzylic groups were prepared by transmetallation reactions between silver(I) N-heterocyclic carbene complexes and [RuCl2(p-cymene)]2. All of the obtained complexes were characterized by FT-IR, 1H NMR and 13C NMR spectroscopy, and the molecular structure of compound 3c was also determined by X-ray crystallography. These ruthenium complexes were tested for the alkylation of aromatic amines with a wide range of primary alcohols under solvent-free conditions using the hydrogen borrowing strategy. All of the compounds tested here showed excellent catalytic activity for these reactions and N-monoalkylated products were obtained selectively using 2.5 mol% of the ruthenium complexes.
First used of Alkylbenzimidazole-Cobalt(II) complexes as a catalyst for the N-Alkylation of amines with alcohols under solvent-free medium
?zdemir, ?smail,?zdemir, Nam?k,?ahin, Neslihan,Gürbüz, Nevin,Y?ld?r?m, ?lkay
, (2020/04/28)
In this study, alkylbenzimidazole-cobalt(II)-catalyzed direct N-alkylation reactions of amines with alcohols derivatives have been investigated under solvent-free medium. For this purpose, a series of cobalt(II) complexes bearing N-alkylbenzimidazole complexes have been synthesized and novel complexes fully characterized by elemental analysis, FT-IR, 1H NMR and, 13C{1H} NMR spectroscopies. Also, the structure of the complex 2a has been confirmed by X-ray crystallography. Generally, the N-alkylating reaction is usually performed in toluene with various metal complexes including cobalt. In this catalytic study of complexes, 2a-c has carried out in without solvent and alcohol acted both as solvent and reactant. Conversion and selectivity of amine products according to imine products for alkylation reactions have been seen high yield in medium solvent-free relative to in toluene.
