- In situ generation of functionality in a reactive binicotinic-acid-based ligand for the design of multi-functional copper(ii) complexes: Syntheses, structures and properties
-
Under hydrothermal conditions, including tuning the reaction ratio and reaction temperature, three-dimensional (3D) porous {[Cu3(hbpdc)(OH)2(H2O)]·2H2O} (1), two-dimensional (2D) sheet {Cu2(hbpdc)(Hs
- Deng, Dongsheng,Guo, Hui,Kang, Guohui,Ma, Lufang,He, Xu,Ji, Baoming
-
-
Read Online
- Mandelic acid catalyzed one-pot three-component synthesis of α-aminonitriles and α-aminophosphonates under solvent-free conditions at room temperature
-
A simple, mild, straightforward, efficient and eco-friendly protocol has been developed for the synthesis of a series of α-aminonitriles via the one-pot three-component Strecker reactions between various aldehydes, amines and trimethylsilyl cyanide using a catalytic amount of mandelic acid as a naturally occurring, low-cost, efficient organo-catalyst under solvent-free conditions at room temperature. Under the same optimized conditions synthesis of α-aminophosphonates were also achieved via the one-pot three-component Kabachnik-Fields reactions of aldehydes, amines and triethyl phosphate.
- Kaur, Gurpreet,Shamim, Mussarat,Bhardwaj, Vaishali,Gupta, Vivek Kumar,Banerjee, Bubun
-
supporting information
p. 1545 - 1560
(2020/04/08)
-
- Synthesis of α-Aminonitriles and 5-Substituted 1H-Tetrazoles Using an Efficient Nanocatalyst of Fe3O4@SiO2–APTES-supported Trifluoroacetic Acid
-
Fe3O4@SiO2–APTES-supported trifluoroacetic acid nanocatalyst was used for the one-pot synthesis of α-aminonitriles via a three-component reaction of aldehydes (or ketones), amines, and sodium cyanide. This method produced a high yield of 75–96% using only a small amount of the catalyst (0.05?g) in EtOH at room temperature. The catalyst was also employed for the synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide in EtOH at 80°C. The tetrazoles were produced with good-to-excellent yields in a short reaction time of 4?h. Both synthetic methods were carried out in the absence of an organic volatile solvent. Because the supported trifluoroacetic acid generated a solid acid on the surface, thus the acid corrosiveness was not a serious challenge. This heterogeneous nanocatalyst was magnetically recovered and reused several times without significant loss of catalytic activity.
- Fatahi, Hosna,Jafarzadeh, Mohammad,Pourmanouchehri, Zahra
-
p. 2090 - 2098
(2019/07/05)
-
- Trityl Isocyanide as a Mechanistic Probe in Multicomponent Chemistry: Walking the Line between Ugi- and Strecker-type Reactions
-
Herein, we describe the versatile application of triphenylmethyl (trityl) isocyanide in multicomponent chemistry. This reagent can be employed as a cyanide source in the Strecker reaction and as convertible isocyanide in the preparation of N-acyl amino acids by Ugi 4CR/detritylation and free imidazo[1,2-a]pyridin-3-amines by a Groebke-Blackburn-Bienaymé 3CR condensation/deprotection protocol. The mechanisms of these three classical MCRs intersect at the common N-trityl nitrilium ion intermediate, whose predictable reactivity can be exploited towards chemoselective transformations. Fate of the nitrilium ion: The application of trityl isocyanide as a mechanistic tool to dissect different reaction pathways in multicomponent chemistry is described. This reagent can be employed as a cyanide source in the Strecker reaction and as a convertible isocyanide in the preparation of N-acyl amino acids by Ugi 4CR/detritylation and free imidazo[1,2-a]pyridin-3-amines by Groebke-Blackburn-Bienaymé 3CR condensation/deprotection. Chemoselective transformations were achieved by the rational choice of reaction conditions.
- Cioc, Rǎzvan C.,Preschel, Hans D.,Van Der Heijden, Gydo,Ruijter, Eelco,Orru, Romano V. A.
-
supporting information
p. 7837 - 7842
(2016/06/09)
-
- Design, synthesis, characterization and catalytic performance of a new cellulose-based magnetic nanocomposite in the one-pot three-component synthesis of α-aminonitriles
-
A sulfonated magnetic cellulose-based nanocomposite was prepared and characterized using scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction and Fourier transform infrared spectroscopy. Then, it was used as a green nanoca
- Maleki, Ali,Akhlaghi, Elnaz,Paydar, Reza
-
p. 382 - 386
(2016/05/19)
-
- Nano magnetic sulfated zirconia (Fe3O4@ZrO2/SO42-): An efficient solid acid catalyst for the green synthesis of α-aminonitriles and imines
-
In this research, nano magnetic sulfated zirconia was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy dispersive X-ray spectroscopy (EDX), X-ray diffraction (XRD) measurements and vibrational sample magnetometry (VSM). Its catalytic activity was investigated for the one-pot three component green synthesis of α-aminonitriles using various aldehydes and ketones at room temperature in ethanol. This protocol has various advantages such as: simple work-up, short reaction time, high product yields and easy recovery and reusability of the catalyst.
- Ghafuri, Hossein,Rashidizadeh, Afsaneh,Ghorbani, Behnaz,Talebi, Majid
-
p. 4821 - 4829
(2015/06/16)
-
- Aqueous formic acid: An efficient, inexpensive and environmentally friendly organocatalyst for three-component Strecker synthesis of α-aminonitriles and imines with excellent yields
-
Aqueous formic acid (37%) which is an efficient, inexpensive and environmentally friendly organocatalyst was used in the Strecker reaction to afford α-aminonitriles and imines. Reaction was carried out under mild conditions and room temperature in high yi
- Ghafuri, Hossein,Roshani, Mahdi
-
p. 58280 - 58286
(2015/02/19)
-
- Catalyst-free, facile, and an efficient synthesis of α-aminonitriles employing Zn(CN)2 as an ecofriendly cyanating agent
-
An efficient and eco-friendly method has been developed for the synthesis of α-aminonitriles via one-pot three-component condensation of carbonyl compounds, amines, and Zn(CN)2 under mild conditions. This protocol has the features of use of inexpensive, ecofriendly readily available, effective cyanide source, high yield, and simple work-up procedure.
- Shah, Sakshi,Singh, Baldev
-
experimental part
p. 151 - 156
(2012/01/19)
-
- Highly efficient and convenient Strecker reaction of carbonyl compounds and amines with TMSCN catalyzed by MCM-41 anchored sulfonic acid as a recoverable catalyst
-
MCM-41 anchored sulfonic acid (MCM-41-SO3H) was found to be a highly efficient and recoverable heterogeneous catalyst for the three-component Strecker reaction of aldehydes or ketones and diverse amines using trimethylsilyl cyanide (TMSCN) to afford the corresponding α-amino nitriles under mild conditions in high to quantitative yields. The simple experimental procedure along with easy recovery and reusability of the catalyst has led to development of a clean and environmentally friendly approach for the synthesis of α-amino nitriles.
- Dekamin, Mohammad G.,Mokhtari, Zahra
-
experimental part
p. 922 - 930
(2012/02/01)
-
- Preparation of silica-based ionic liquid an efficient and recyclable catalyst for one-pot synthesis of α-aminonitriles
-
Preparation of N-(3-silicapropyl) imidazolium hydrogen sulfate ([Sipim]HSO4) as a heterogeneous acidic ionic liquid is described. This heterogeneous ionic liquid was used as catalyst for the synthesis of α-aminonitriles by a one-pot condensation of aldehydes, amines, and trimethylsilyl cyanide at room temperature. Catalyst could be recycled for several times without any additional treatment. Graphical Abstract: A simple and efficient procedure for the preparation of silica-based acidic ionic liquid ([Sipim]HSO4) is described. This heterogeneous solid acid is employed as a catalyst for the synthesis of a-amino nitriles at room temperature. [Figure not available: see fulltext.]
- Nouri Sefat, Maryam,Saberi, Dariush,Niknam, Khodabakhsh
-
experimental part
p. 1713 - 1720
(2012/03/11)
-
- Sulfamic acid-functionalized magnetic Fe3O4 nanoparticles as an efficient and reusable catalyst for one-pot synthesis of α-amino nitriles in water
-
Grafting of chlorosulfuric acid on the amino-functionalized Fe 3O4 nanoparticles afforded sulfamic acid-functionalized magnetic Fe3O4 nanoparticles (SA-MNPs) as a novel organic-inorganic hybrid heterogeneous catalyst, which was characterized by XRD, FT-IR, TGA, TEM, and elemental analysis. The catalytic activity of SA-MNPs was probed through one-pot synthesis of α-amino nitriles via three-component couplings of aldehydes (or ketones), amines and trimethylsilyl cyanide in water, at room temperature. The heterogeneous catalyst could be recovered easily and reused many times without significant loss of its catalytic activity.
- Kassaee,Masrouri, Hassan,Movahedi, Farnaz
-
experimental part
p. 28 - 33
(2012/01/04)
-