65330-68-9Relevant academic research and scientific papers
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.
Benzyl C–O and C–N Bond Construction via C–C Bond Dissociation of Oxime Ester under Visible Light Irradiation
Fan, Xiuwei,Lei, Tao,Liu, Zan,Yang, Xiu-Long,Cheng, Yuan-Yuan,Liang, Ge,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
, p. 1551 - 1558 (2019/09/09)
A photoredox benzyl activation was developed via formidable C(sp3)–C(sp3) bond dissociation of 1-aryl acetone oxime esters, which were easily prepared from benzyl ketones. Further coupling with O- and N- nucleophiles successfully forged important benzyl ether and amines derivatives in one pot. In this process, different substitutions on oxime esters were found compatible and various primary and secondary alcohols and amines, as well as amides showed good performance as nucleophiles. Mechanistic studies by control experiments, electrochemical measurements and in-situ NMR spectra proposed a N–O bond interruption/C–C bond fragmentation/oxidation sequence to provide the key cation intermediate for the next electrophilic SN process. The features of mild condition, short reaction time and broad substrate scope made this new strategy much promising in the transformation of benzyl compounds, which might be valuable in last-stage functionalizations.
Decarboxylative Csp3 -N Bond Formation by Electrochemical Oxidation of Amino Acids
Shao, Xiaoqing,Zheng, Yue,Tian, Lifang,Martín-Torres, Inmaculada,Echavarren, Antonio M.,Wang, Yahui
supporting information, p. 9262 - 9267 (2019/11/14)
Decarboxylative Csp3-N coupling reactions have been developed through electrochemical oxidation of amino acids. The reaction proceeds via anodic oxidative decarboxylation of carboxylic acids to form stabilized carbocations, which are
Green synthesis of selenium-N-heterocyclic carbene compounds: Evaluation of antimicrobial and anticancer potential
Kamal, Amna,Nazari V., Mansoureh,Yaseen, Muhammad,Iqbal, Muhammad Adnan,Ahamed, Mohamed B. Khadeer,Majid, Aman Shah Abdul,Bhatti, Haq Nawaz
, (2019/06/21)
Three benzimidazolium salts (III-V) and respective selenium adducts (VI-VIII) were designed, synthesized and characterized by various analytical techniques (FT-IR and NMR 1H, 13C). Selected salts and respective selenium N-Heterocycli
Reusable ionic liquid-catalyzed oxidative coupling of azoles and benzylic compounds via sp3 C-N bond formation under metal-free conditions
Liu, Wenbo,Liu, Chenjiang,Zhang, Yonghong,Sun, Yadong,Abdukadera, Ablimit,Wang, Bin,Li, He,Ma, Xuecheng,Zhang, Zengpeng
, p. 7154 - 7158 (2015/07/01)
The heterocyclic ionic liquid-catalyzed direct oxidative amination of benzylic sp3 C-H bonds via intermolecular sp3 C-N bond formation for the synthesis of N-alkylated azoles under metal-free conditions is reported for the first time. The catalyst 1-butylpyridinium iodide can be recycled and reused with similar efficacies for at least eight cycles.
Copper acetoacetonate [Cu(acac)2]/BINAP-promoted Csp 3-N bond formation via reductive coupling of N-tosylhydrazones with anilines
Aziz, Jessy,Brion, Jean-Daniel,Hamze, Abdallah,Alami, Mouad
, p. 2417 - 2429 (2013/10/01)
We report the the copper(II) acetoacetonate [Cu(acac)2]/BINAP- catalyzed synthesis of arylamines from N-tosylhydrazones and anilines. A fine tuning of the reaction conditions was required to accomplish the cross-coupling successfully, including the ligands effect and the addition of small amounts of water. The characteristic feature of this protocol is its functional group compatibility and its chemoselectivity when various aminophenol derivatives were used. Taking into consideration the interest for this copper-reductive coupling in which no stoichiometric metal hydride reagent is employed, this can be considered as an alternative to the conventional reductive amination.
Cationic gold(i) heteroleptic complexes bearing a pyrazole-derived N-heterocyclic carbene: Syntheses, characterizations, and cytotoxic activities
Sivaram, Haresh,Tan, Jackie,Huynh, Han Vinh
, p. 12421 - 12428 (2013/09/02)
A series of cationic gold(i) heteroleptic complexes bearing the pyrazole-derived N-heterocyclic carbene (NHC) FPyr (1,2,3,4,6,7,8,9- octahydropyridazino[1,2-a]indazolin-11-ylidene), and either a 1,3-disubstituted benzimidazole-derived NHC of the type RR′-bimy (3: R = R′ = CHPh2; 4: R = CHPh2, R′ = iPr; 5: R = R′ = CH2Ph; 6: R = R′ = iBu; 7: R = R′ = n-Pr; 8: R = R′ = Et; 9: R = R′ = 2-propenyl) or a non-NHC co-ligand L (10: L = PPh3; 11: L = P(OPh)3; 12: L = DMAP) (DMAP = 4-dimethylaminopyridine) have been synthesized from [AuCl(FPyr)] (1). Complexes 3-12 have been characterized using multinuclei NMR spectroscopies, ESI mass spectrometry, and elemental analysis. X-ray diffraction analyses have been performed on complexes 5, 6, and 9-11. To the best of our knowledge, 11 represents the first gold-NHC complex to bear the P(OPh)3 ligand. The cytotoxic activities of complexes 3-12 have been studied in vitro with the NCI-H1666 non-small cell lung cancer cell line.
TBHP/I2-promoted oxidative coupling of azoles with benzyl compounds via cleavage of nonactivated C(sp3)-H bonds under solvent-free conditions
Liu, Xiang,Yu, Guiqin,Li, Jihui,Wang, Dong,Chen, Yongxin,Shi, Keqin,Chen, Baohua
supporting information, p. 1588 - 1594 (2013/08/23)
A novel and efficient TBHP/I2-promoted oxidative coupling of azoles with benzyl compounds via cleavage of nonactivated C(sp3)-H bonds under metal-free, base-free, and solvent-free conditions for the synthesis of N-alkylated azoles has been developed. The procedure, using I2 as the catalyst, is a simple, economical, and environmentally friendly protocol, which could be applied to various available substrates in moderate to good yields. Georg Thieme Verlag Stuttgart. New York.
Iron(III)-catalyzed direct N-alkylation of azoles via oxidative transformation of sp3 ci￡h bonds under solvent-free conditions
Liu, Xiang,Chen, Yongxin,Li, Kangning,Wang, Dong,Chen, Baohua
, p. 2285 - 2291,7 (2020/09/16)
A new approach to synthesize N-alkylation of azoles by iron(III)-catalyst under solvent-free conditions was developed. The method is broad in scope and highly efficient. A new approach to synthesize N-alkylation of azoles by iron (III)-catalyst under solv
Copper-catalyzed reductive coupling of tosylhydrazones with amines: A convenient route to α-branched amines
Hamze, Abdallah,Treguier, Bret,Brion, Jean-Daniel,Alami, Mouad
supporting information; experimental part, p. 6200 - 6204 (2011/10/08)
A general procedure for the reductive coupling of N-tosylhydrazones with amines in the presence of Cu(acac)2 and Cs2CO3 has been developed. The protocol is very effective and chemoselective with various primary and secondary aliphatic amines, aminoalcohols as well as azole derivatives to give α-branched amines in good yields.
