An efficient one-pot stereoselective synthesis of 2,6-disubstituted 4-thiocyanatotetrahydropyrans

2021 ◽  
Vol 08 ◽  
Author(s):  
Chithaluri Sudhakar ◽  
Pochamoni Ramudu

: An efficient stereoselective synthesis of 2,6-disubstituted-4-thiocyanatotetrahydropyrans has been developed through a one pot three-component reaction of aldehydes, trimethyl allylsilane and NH4SCN in the presence of BF3.Et2O at room temperature. The products are formed rapidly (10-30 min) in excellent yields (78-98%).

SynOpen ◽  
2021 ◽  
Author(s):  
Mina Ghassemi ◽  
Ali Maleki

Copper ferrite (CuFe2O4) magnetic nanoparticles (MNPs) were synthesized via thermal decomposition method and applied as a reusable and green catalyst in the synthesis of functionalized 4H-pyran derivatives using malononitrile, an aromatic aldehyde and a β-ketoester in ethanol at room temperature. Then it was characterized by Fourier transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDX) analysis, scanning electron microscopy (SEM) images, thermo gravimetric and differential thermo gravimetric (TGA/DTG) analysis. The catalyst was recovered from the reaction mixture by applying an external magnet and decanting the mixture. Recycled catalyst was reused for several times without significant loss in its activity. Running the one-pot three-component reaction at room temperature, no use of eternal energy source and using a green solvent provide benign, mild, and environmentally friendly reaction conditions; as well, ease of catalyst recovering, catalyst recyclability, no use of column chromatography and good to excellent yields are extra advantages of this work.


Synlett ◽  
2017 ◽  
Vol 28 (17) ◽  
pp. 2295-2298
Author(s):  
Kommula Dileep ◽  
M. Murty

A simple and efficient synthetic protocol has been developed involving a one-pot three-component reaction of a 2-chlorobenzazole, piperazine, and an arenesulfonyl chloride under aqueous conditions at room temperature in the absence of a catalyst, ligand, or base. By using this protocol, a variety of 2-[4-(arylsulfonyl)piperazin-1-yl]-1,3-benzothiazole, -1H-benzimidazole, and -1,3-benzoxazole derivatives were synthesized in excellent yields.


2012 ◽  
Vol 9 (4) ◽  
pp. 2239-2244 ◽  
Author(s):  
Hossein Anaraki-Ardakani ◽  
Maziar Noei ◽  
Mina Karbalaei-Harofteh ◽  
Shahab Zomorodbakhsh

A new and efficient one-pot synthesis of polysubstituted pyrrole derivatives by three-component reaction between dialkyl acetylenedicarboxylates, triphenylphosphine, 2-aminopyridin derivatives in the presence of arylglyoxals is described. The reactions were performed in dichloromethane at room temperature and neutral conditions and afforded high yields of products.


Synthesis ◽  
2019 ◽  
Vol 52 (05) ◽  
pp. 744-754
Author(s):  
Yoona Song ◽  
Soyun Lee ◽  
Palash Dutta ◽  
Jae-Sang Ryu

A copper(I)-mediated tandem three-component reaction using alkynes, azides, allyl iodides, CuI and NaNH2 is developed. The reactions proceed smoothly at room temperature to afford 5-allyl-1,2,3-triazoles, which can be further converted into 1,2,3-triazole-fused tricyclic scaffolds. This method features an efficient one-pot cascade route using commercial alkynes and affords the corresponding 5-allyl-1,2,3-triazoles with high yields and good selectivity under mild reaction conditions.


2020 ◽  
Vol 7 (2) ◽  
pp. 217-225
Author(s):  
Fatemeh K. Damghani ◽  
Hamzeh Kiyani ◽  
Seied A. Pourmousavi

A one-pot three-component reaction promoted by choline chloride: zinc(II) chloride deepeutectic solvent (ChCl-ZnCl2 DES) in an aqueous medium for the synthesis of several merocyanin dyes based on isoxazol-5(4H)-ones is presented. This three-component approach is efficient, clean, experimentally simple, convenient, safe, and environmentally friendly. This reaction was performed at room temperature without using energy sources such as heat, microwave and ultrasound waves. Nonuse of toxic solvents, available materials, one-vessel, no wasted reagents, simple preparation, and recyclability of DES are other important points of this method that is significant from the perspective of green chemistry.


Molecules ◽  
2019 ◽  
Vol 24 (7) ◽  
pp. 1241 ◽  
Author(s):  
Jikuan Qiu ◽  
Yue Zhao ◽  
Yuling Zhao ◽  
Huiyong Wang ◽  
Zhiyong Li ◽  
...  

Recently, the efficient chemical fixation of carbon dioxide (CO2) into high value chemicals without using noble metal catalysts has become extremely appealing from the viewpoint of sustainable chemistry. In this work, a one-pot three component reaction of propargylic alcohols, anines and CO2 that can proceed in an atom economy and environmentally benign manner by combination of CuI and tetrabutylphosphonium imidazol ([P4444][Im]) as a catalyst was described. Catalysis studies indicate that this catalytic system is an effective catalyst for the conversion of CO2 into oxazolidinones at room temperature and ambient pressure without any solvent. The results provide a useful way to design novel noble metal-free catalyst systems for the transformation of CO2 into other valuable compounds.


Synthesis ◽  
2018 ◽  
Vol 50 (11) ◽  
pp. 2191-2199 ◽  
Author(s):  
Yongde Zhao ◽  
Shengqiang Guo ◽  
Yang Zhou ◽  
Bencai Dai ◽  
Cuimeng Huo ◽  
...  

A concise one-pot three-component reaction of organic halides­, terminal acetylenes, and sodium azide provided an efficient route for the synthesis of 1,2,3-triazoles. A variety of 1,2,3-triazoles were prepared in good to excellent yields with green solvent glycerol. This procedure used CuI and diethylamine, which are two easily available reagents as the new catalytic system at room temperature.


ChemInform ◽  
2011 ◽  
Vol 42 (29) ◽  
pp. no-no
Author(s):  
Jiechao Xu ◽  
Jiamei Wei ◽  
Linglin Bian ◽  
Jiaping Zhang ◽  
Jie Chen ◽  
...  

RSC Advances ◽  
2015 ◽  
Vol 5 (49) ◽  
pp. 39263-39269 ◽  
Author(s):  
Goutam Brahmachari ◽  
Bubun Banerjee

Ceric ammonium nitrate (CAN)-catalyzed one-pot synthesis of alkyl/aryl/heteroaryl-substituted bis(6-aminouracil-5-yl)methane scaffolds (3a–3u) has been developed via a pseudo three-component reaction in aqueous ethanol at room temperature.


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