1459-55-8Relevant articles and documents
Boron Tris(triflate) Catalyzed Adamantylation of Benzene and Toluene with 1- and 2-Haloadamantanes and Adamantanoyl Chlorides. Isomerization of Phenyl- and Tolyladamantanes
Olah, George A.,Farooq, Omar,Farnia, S. Morteza F.,Wu, An-hsiang
, p. 1516 - 1522 (1990)
Boron tris(triflate) catalyzed adamantylation of benzene and toluene was studied with isomeric 1- and 2-haloadamantanes.The alkylations give 1- and 2-phenyl- and isomeric tolyladamantanes in varying ratios.Interconversion of isomeric 2-phenyl(tolyl)adamantanes into the corresponding 1-phenyl(tolyl)adamantanes was observed through intermolecular isomerization involving adamantyl cations and adamantane, which is formed in significant amount in all the reactions.Decarbonylative alkylation of aromatics with adamantanoyl chlorides was also investigated.Adamantanoylated aromatics were formed only in very low amounts, the major product being adamantylated aromatics in accord with extensive decarbonylation of the adamantanoyl cations.The mechanism of the studies adamantylations was further substantiated by studying the boron tris(triflate) catalyzed isomerization of 1- and 2-aryladamantanes under comparable conditions.
Synthesis of 1,4-Disubstituted 1 H -1,2,3-Triazoles from 4-(1-Adamantyl)benzyl Azide through a 1,3-Dipolar Cycloaddition Reaction
Hocine, Oussama Bencheikh Le,Tebbani, Dahmane,Silva, Artur M. S.
, p. 2685 - 2688 (2018)
A series of new 1,4-disubstituted 1 H -1,2,3-triazole derivatives were synthesized by an efficient copper-catalyzed 1,3-dipolar cycloaddition reaction of 4-(1-adamantyl)benzyl azide with several terminal alkynes. The copper catalyst was used to provide 1,
Sonogashira cross-coupling reaction catalyzed by N-heterocyclic carbene-Pd(II)-PPh3 complexes under copper free and aerobic conditions
Dehimat, Zineb Imene,Ya?ar, Sedat,Tebbani, Dahmane,?zdemir, ?smail
, p. 325 - 334 (2018)
NHC-Pd-PPh3 complexes with the bulky benzyladamantyl substited N-heterocyclic carbene (NHC) were synthesized and characterised by NMR, HRMS and micro analyse. These complexes were proceeded to Sonogashira-Hagihara coupling reaction between aryl
Synthesis of sterically hindered N-benzyladamantyl substituted benzimidazol-2-ylidene palladium complexes and investigation of their catalytic activity in aqueous medium
Dehimat, Zineb Imene,Pa?ahan, Aziz,Tebbani, Dahmane,Ya?ar, Sedat,?zdemir, ?smail
, p. 5940 - 5945 (2017)
NHC-Pd-PEPPSI complexes with bulky benzyladamantyl substituted N-heterocyclic carbenes (NHC) were synthesized and characterized by NMR, HRMS, and micro analysis. These complexes were then used for Suzuki-Miyaura coupling reactions between aryl bromides an
Preparation and application of thiosemicarbazone compound
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Paragraph 0010-0012, (2021/02/20)
The invention discloses a thiosemicarbazone compound, and biological activity analysis is carried out on the thiosemicarbazone compound. The invention also discloses application of the thiosemicarbazone compound in preparation of antibacterial drugs. According to the invention, important intermediates 6a-6h are synthesized from hydrazine hydrate and react with adamantane benzaldehyde respectivelyto synthesize eight adamantane aromatic aldehyde thiosemicarbazone compounds, the structures of the compounds can be confirmed by infrared, nuclear magnetic hydrogen spectrum, carbon spectrum and massspectrum methods, and the antibacterial activity of the compounds is tested in vitro. The result shows that the compound has a good antibacterial effect on escherichia coli and bacillus subtilis.
Synthesis and antibacterial activity of novel Schiff bases of thiosemicarbazone derivatives with adamantane moiety
Zhu, Jiahui,Teng, Guosheng,Li, Dongfeng,Hou, Ruibin,Xia, Yan
, p. 1534 - 1540 (2021/06/16)
Increased bacterial resistance to antibiotics is a major threat to human health, and it is particularly important to develop novel antibiotic drugs. Here, we designed a series of Schiff base thiosemicarbazone derivatives containing an adamantane moiety, and carried out the structural characterization of the compounds and in vitro antibacterial activity tests. Compound 7e was as effective as the commonly used antibiotic ampicillin against the Gram-negative bacterium Escherichia coli, and compound 7g had a good inhibitory effect against Gram-positive Bacillus subtilis. These findings provide data for the development of better thiosemicarbazone antibacterial agents.
Modes of Micromolar Host-Guest Binding of β-Cyclodextrin Complexes Revealed by NMR Spectroscopy in Salt Water
Tomecek, Josef,Cablova, Andrea,Hromadkova, Aneta,Novotny, Jan,Marek, Radek,Durnik, Ivo,Kulhanek, Petr,Pruckova, Zdenka,Rouchal, Michal,Dastychova, Lenka,Vicha, Robert
, p. 4483 - 4496 (2021/04/02)
Multitopic supramolecular guests with finely tuned affinities toward widely explored cucurbit[n]urils (CBs) and cyclodextrins (CDs) have been recently designed and tested as functional components of advanced supramolecular systems. We employed various spa
Flow Friedel–Crafts alkylation of 1-adamantanol with arenes using HO-SAS as an immobilized acid catalyst
Kasakado, Takayoshi,Hyodo, Mamoru,Furuta, Akihiro,Kamardine, Aina,Ryu, Ilhyong,Fukuyama, Takahide
, p. 2253 - 2257 (2020/12/15)
In this communication flow Friedel–Crafts alkylation was studied using hydroxy-substituted sulfonic acid-functionalized silica as a catalyst and 1-adamantanol as a model substrate. The reaction of 1-adamantanol (1a) with toluene (2a) proceeded well with 5 min of residence time at 120°C to give good yield of 1-tolyladamantane (3a) as a 1:9 mixture of meta and para isomers. When the flow synthesis was carried out over 2.5 hr of running time, the collected five fractions contain the product 3a in 97–92% yields, suggesting the durability of the catalyst.
Adamantane styrene derivatives, and preparation method and application thereof
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Paragraph 0016, (2018/02/04)
The invention discloses adamantane styrene derivatives and analysis of the biological activity of the adamantane styrene derivatives. According to the invention, a synthesized compound retains an adamantane structure, an adamantane ring structure is conne
4-(1-Adamantyl)phenylalkylamines with potential antiproliferative activity
Koperniku, Ana,Foscolos, Angeliki-Sofia,Papanastasiou, Ioannis,Foscolos, George B.,Tsotinis, Andrew,Schols, Dominique
, p. 171 - 176 (2016/03/01)
Background: In our previous publications we have described the synthesis of aminosubstituded diaryl adamantanes and their pharmacological evaluation in vitro and in vivo against many cancer cell lines. More recently, we have reported the synthesis of mono
