共查询到20条相似文献,搜索用时 343 毫秒
1.
L. Roopesh Kumar Vishwanatha Thimmalapura Veladi Panduranga Mandipogula Mahesh P. Venkata Ramana 《合成通讯》2020,50(4):506-515
AbstractA simple and efficient method for the synthesis of aryl amides via oxidative copper-catalyzed coupling of commercially available aryl boronic acids and bench stable Nα-protected amino-acid azides is reported. The potential utility of this protocol is demonstrated through a survey of diversely substituted aryl boronic acids and several side-chain functionalized amino-acid azides, leading to the preparation of the desired amidated products in good to excellent yields. This amide synthesis is suitable for the preparation of amides (such as peptide aryl amides and sterically hindered amino acids) that are not or hardly accessible via classical approaches. 相似文献
2.
The coupling reaction of aryl halides or vinyl iodide with sodium azide under catalysis of CuI/L-proline works at relatively low temperature to provide aryl azides or vinyl azides in good to excellent yields. 相似文献
3.
《Tetrahedron letters》2014,55(50):6799-6802
An efficient approach to aryl azides, in short reaction times and good to excellent yields, has been developed via the reaction of aryl halides with sodium azide under Cu2O/tetraethylammonium prolinate catalysis. 相似文献
4.
Rhodium(II) dicarboxylate complexes were discovered to catalyze the intramolecular amination of unactivated primary, secondary, or tertiary aliphatic C-H bonds using aryl azides as the N-atom precursor. While a strong electron-withdrawing group on the nitrogen atom is typically required to achieve this reaction, we found that both electron-rich and electron-poor aryl azides are efficient sources for the metal nitrene reactive intermediate. 相似文献
5.
An efficient, fast, and straightforward procedure for the synthesis of aromatic azides using aryl diazonium silica sulfates and sodium azide at room temperature under mild conditions is described. The use of inexpensive materials, simple and clean work-up, short reaction times and good yields are advantages of this method. 相似文献
6.
Ruthenium-catalyzed cycloaddition of aryl azides and alkynes 总被引:2,自引:0,他引:2
The formation of 1,5-disubstituted 1,2,3-triazoles from aryl azides and alkynes was readily accomplished using [Cp*RuCl]4 catalyst in dimethylformamide. It was also demonstrated that the reaction provided higher yields, cleaner product, and shorter reaction times when carried out under microwave irradiation. 相似文献
7.
J.S. Yadav B.V. Subba Reddy Prashant Borkar P. Janardhan Reddy 《Tetrahedron letters》2009,50(48):6642-2549
Aryl and benzyl azides react smoothly with aryl cuprates, generated in situ from aryl magnesium bromide and CuCN in THF to furnish a variety of unsymmetrical diaryl amines in good yields. This is the first report on the synthesis of diarylamines from aryl azides and aryl bromides via an organometallic approach. 相似文献
8.
[reaction: see text] o-Carboalkoxy triarylphosphines are shown to react with aryl azides to provide Staudinger ligation products bearing O-alkyl imidate linkages. This is in contrast to alkyl azides whose ligation to o-carboalkoxy triarylphosphines has been reported to yield amide-linked materials. This extension of the Staudinger ligation for coupling of abiotic reagents under biocompatible conditions highlights the utility of commercially available triarylphosphines through which suitable linkers can be attached via an ester moiety. 相似文献
9.
A simple aqueous method for the conversion of alkyl and aryl azides into the corresponding amines using trisodium thiophosphate is presented. Thiophosphate is converted into phosphate during these formal reduction processes. 相似文献
10.
Julien Maury Laurence Feray Michèle P. Bertrand Ajoy Kapat Philippe Renaud 《Tetrahedron》2012,68(47):9606-9611
In the presence of tert-butyl iodide, alkyl azides are converted into the corresponding iodides at room temperature, whereas, N-t-Bu anilines are obtained from aryl azides under the same experimental conditions. A mechanism is proposed to explain this unusual reactivity. 相似文献
11.
N. N. Veiko A. V. Karpukhin A. G. Salimov D. N. Spitkovskii 《Chemistry of Natural Compounds》1989,25(2):224-228
Features of the interaction with DNA of photoactivable aryl azides having various substituents in the aromatic ring have been studied. The nature of the interaction with DNA and the degree of its modification depend substantially on the nature of these substituents. The results obtained can be used for obtaining DNA probes bearing various marker groups.Institute of Medical Genetics, Academy of Medical Sciences of USSR, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 259–263, March–April, 1989. 相似文献
12.
B.V. Subba Reddy N. Sivasankar ReddyY. Jayasudhan Reddy Y. Vikram Reddy 《Tetrahedron letters》2011,52(20):2547-2549
Aryl azides react smoothly with aryl boronic acids in the presence of indium metal in methanol to furnish a variety of unsymmetrical diaryl amines in good yields. This is the first report on the synthesis of diaryl amines from the cross coupling of aryl azides with aryl boronic acids via N-arylation. 相似文献
13.
An efficient copper-free synthesis of 1-monosubstituted aryl 1,2,3-triazoles from sodium acetylide and aryl azides was developed, which was found suitable for various aryl azides and completed within 15 min at room temperature with moderate to excellent yields. 相似文献
14.
A catalytic method was developed to synthesize aryl and vinyl azides from the corresponding boronic acids under mild and operationally simple conditions. In addition, a new one-pot procedure was developed to synthesize 1-aryl- and 1-vinyl-1,2,3-triazoles directly from boronic acids and alkynes, which avoided the need to isolate unstable azide intermediates. 相似文献
15.
Zeghada S Bentabed-Ababsa G Derdour A Abdelmounim S Domingo LR Sáez JA Roisnel T Nassar E Mongin F 《Organic & biomolecular chemistry》2011,9(11):4295-4305
Reactions were performed from aryl azides on the one hand, and activated alkenes coming from β-dicarbonyl compounds or malonodinitrile on the other hand, either with recourse to conventional heating or to microwave activation, to afford 1-aryl-1H-1,2,3-triazoles. The mechanism and the regioselectivity of the reactions involving β-dicarbonyl compounds have been theoretically studied using DFT methods at the B3LYP/6-31G* level: they are domino processes comprising a tautomeric equilibrium of the β-dicarbonyl compounds with their enol forms, a 1,3-dipolar cycloaddition of the enol forms with the aryl azides (high activation energy), and a dehydration process (lower activation energy). The effect of non-conventional activation methods on the degradation of 1,2,3-triazolines was next studied experimentally. Finally, some of the 1,2,3-triazoles such synthesized were evaluated for their bactericidal and cytotoxic activities. 相似文献
16.
Ahmed Kamal B. Rajendra Prasad A. Venkata Ramana A. Hari Babu K. Srinivasa Reddy 《Tetrahedron letters》2004,45(17):3507-3509
The tetrahydroquinoline moiety is an important structural component of a number of natural products. The reaction of aryl azides with 3,4-dihydro-2H-pyran in the presence of FeCl3-NaI affords the corresponding tetrahydroquinoline derivatives in an efficient manner. Most of the cyclizations exhibited cis selectivity. 相似文献
17.
The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3.OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared. 相似文献
18.
N. T. Pokhodylo V. S. Matiychuk M. D. Obushak 《Chemistry of Heterocyclic Compounds》2009,45(12):1469-1472
The reaction of aryl azides with ethyl 3-oxo-4-(triphenylphosphoranylidene)butanoate has been studied under different conditions
and it was found that the reaction occurs chemoselectively to form one of two possible isomers. Novel (1H-1,2,3-triazol-5-yl)acetic
acids have been synthesized. 相似文献
19.
S. B. Nosachev N. A. Shchurova A. G. Tyrkov 《Russian Journal of Organic Chemistry》2011,47(4):577-580
Reactions of 2-benzylidenemalononitrile and 2-nitro-3-phenylacrylonitrile with aryl azides in diethyl ether at room temperature
gave mixtures of regioisomeric 1(3)-aryl-5-phenyl-4,5-dihydro-1(3)H-1,2,3-triazole-4,4-dicarbonitriles and 1-aryl-5(4)-phenyl-1H-1,2,3-triazole-5(4)-carbonitriles, respectively. 2-Benzylidenemalononitrile reacted with the same arylazides on heating in
boiling chloroform to produce 1-aryl-2-phenylaziridine-2,2-dicarbonitriles. 相似文献
20.
Aryl azides undergo clean reduction by copper nanoparticles and ammonium formate in water. The surface hydrogen on copper nanoparticles is considered to be the active reducing species. A variety of functionalized aryl azides and aryl sulfonyl azides are reduced by this procedure to the corresponding amines with excellent chemoselectivity in high yields. 相似文献