120157-93-9Relevant academic research and scientific papers
Organic/inorganic Fe3O4@MCM-41@Zr-piperazine: An impressive magnetite nanocatalyst for N-Tert-Butoxycarbonylation of amines
Pourhasan-Kisomi, Reyhaneh,Shirini, Farhad,Golshekan, Mostafa
, p. 3859 - 3870 (2019)
Fe3O4@MCM-41@Zirconium magnetic nanoparticles modified with piperazine (Fe3O4@MCM-41@Zr-piperazine), as a newly reported catalyst, shows excellent catalytic activity in N-tertbutoxycarbonylation of amines under the mild and solvent-free conditions. Accordingly, different derivatives of N-tert-butylcarbamates owning diverse aliphatic, aromatic and heteroaromatic amines were prepared efficiently. Good performance of this method for the majority of used complex or acidsensitive substrates and facile separation of this nanocatalyst due to its superparamagnetic nature from the reaction mixture via an external magnetic field for several times are the most important striking features of this protocol.
Succinimide sulfonic acid (SuSA): An efficient and recyclable catalyst for the chemoselective N-Boc protection of amines
Shirini, Farhad,Khaligh, Nader Ghaffari
, p. 631 - 635 (2012)
Succinimide sulfonic acid (SuSA) as a stable reagent is easily prepared by the reaction of succinimide with neat chlorosulfonic acid. This compound is able to catalyze the chemoselective conversion of amines to their corresponding N-Boc protected derivatives with (Boc)2O. All reactions were performed under mild conditions, giving the desired products in good to high yields. Springer-Verlag 2011.
Preparation, characterization and application of 1,4-disulfopiperazine-1,4-diium chloride ([Piper-(SO3H)2]·2Cl) as an efficient dicationic ionic catalyst for the N-Boc protection of amines
Koodehi, Tahereh Ghauri,Shirini, Farhad,Goli-Jolodar, Omid
, p. 443 - 456 (2017)
In this work, 1,4-disulfopiperazine-1,4-diium chloride ([Piper-(SO3H)2]·2Cl), as a novel Br?nsted acidic ionic catalyst is synthesized and characterized using a series of techniques including FT-IR, TGA, DTA, SEM, pH analysis and Hammett acidity function. This substance can significantly catalyze the N-Boc protection of amines without solvent interference at room temperature. The advantages of this manner are chemoselectivity, short reaction times, suitable yields, excellent yields of the products, without solvent interference and ease of preparation as well as reusability of the catalyst.
Ionic liquid (tetrachlorocobaltate(II) anion with a dicationic counterion) catalyzed N-Boc protection of amines
Chinnappan, Amutha,La, Dahye,Kim, Hern
, p. 13324 - 13328 (2013)
Ionic liquid (1,1′-hexane-1,6-diylbis(3-methylpyridinium) tetrachlorocobaltate(II) ([C6(mpy)2][CoCl 4]2-)) catalyzed N-tert-butyloxycarbonylation (N-Boc) of various amines using (Boc)2O is reported. Halogenated aniline and amino alcohols were converted efficiently to their corresponding N-Boc derivatives without any side products. The reported method is mild, solvent free, uses low amounts of ionic liquid, allows easy product separation and results in high yields of the products. The catalytic efficiency for N-Boc formation in IL is superior to previously reported catalysts.
Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates
Li, Peihe,Ma, Nuannuan,Wang, Zheng,Dai, Qipu,Hu, Changwen
, p. 8233 - 8240 (2018/05/31)
A general and effective method for the synthesis of alkylamine via intramolecular decarboxylation of alkanoyloxycarbamates is described. The alkanoyloxycarbamates are readily prepared with alkyl carboxylic acids and hydroxylamine. The reaction shows a broad range of substrates (primary and secondary alkyl) with functional tolerance, and the corresponding products were obtained in good yields under mild conditions.
Preparation, characterization and application of succinimidinium hydrogensulfate ([H-Suc]HSO4) as an efficient ionic liquid catalyst for the N-Boc protection of amines
Shirini, Farhad,Jolodar, Omid Goli,Seddighi, Mohadeseh,Borujeni, Hojatollah Takbiri
, p. 19790 - 19798 (2015/03/18)
In this work, succinimidinium hydrogensulfate ([H-Suc]HSO4), as a novel Bronsted acidic ionic liquid is prepared and characterized by studying its FT-IR, 1H NMR, 13C NMR, mass and SEM. This reagent can be used as an efficient catalyst for the N-Boc protection of amines at room temperature and neat conditions. This new method consistently has the advantages of excellent yields and short reaction times. Further, this ionic liquid can be recovered and reused for several times. This journal is
Iron(III)triflate as a highly efficient, recyclable and green catalyst for the N-Boc protection of amines
Feng, Chengliang,Chu, Ningning,Zhang, Shuguang,Cai, Jin,Chen, Junqing,Hu, Huayou,Ji, Min
, p. 757 - 760 (2014/01/23)
Iron (III) triflate was used as an efficient catalyst for N-t-butoxycarbonylation of amines with di-t-butyl dicarbonate under solvent-free conditions at room temperature. Various aliphatic, aromatic, heterocyclic amines and aminols were protected as their corresponding mono-carbamates in excellent yields and short reaction times. Only two of the 23 monocarbamates were new. No competitive side reactions such as isocyanate, urea, nor N,N-di-Boc formation were observed. The reported method is mild and has the advantages of low cost, chemoselectivity and, because no solvent is used and the catalyst can be recycled, it is classifiable as a green procedure.
1,3-Disulfonic acid imidazolium hydrogen sulfate as an efficient and reusable ionic liquid catalyst for the N-Boc protection of amines
Shirini, Farhad,Khaligh, Nader Ghaffari
, p. 386 - 393 (2013/03/14)
1,3-Disulfonic acid imidazolium hydrogen sulfate is easily prepared and used as an efficient and recyclable ionic liquid for the N-Boc protection of amines at room temperature and neat conditions. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be reused and recovered for several times without loss of activity.
Nanocrystalline titania-based sulfonic acid (TiO2-Pr-SO 3H) as a new, highly efficient and recyclable solid acid catalyst for the N-Boc protection of amines at room temperature
Atghia,Sarvi Beigbaghlou
, p. 42 - 49 (2013/10/01)
Sulfonic acid-functionalized nanoporous titania (TiO2-Pr-SO 3H) was prepared from the reaction of (3-mercaptopropyl) trimethoxysilane and TiO2, then by oxidation of thiols group with hydrogen peroxide. The morphology and acidity of synthesized catalyst was characterized by FT-IR, SEM, TEM, TGA and XRD techniques and Hammett acidity test. The catalytic performance of TiO2-Pr-SO3H was investigated in the N-tert-butoxycarbonylation of amines under solvent-free conditions at room temperature. Our novel method is mild, chemoselective and has the advantages such as heterogeneous catalysis, low cost and the recyclability of the catalyst.
N-sulfonic acid poly(4-vinylpyridinium) chloride: An efficient and reusable solid acid catalyst in N-Boc protection of amines
Shirini, Farhad,Khaligh, Nader Ghaffari,Jolodar, Omid Goli
, p. 181 - 188 (2013/07/26)
N-sulfonic acid poly(4-vinylpyridinium) chloride is easily prepared by the reaction of poly(4-vinylpyridine) with neat chlorosulfonic acid. This reagent can be used as an efficient catalyst for the N-Boc protection of amines at room temperature and neat conditions. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be reused and recovered for several times.
