A Simple and efficient Synthesis of 3,4-Dihydropyrimidin-2-Ones catalysed by Amidosulfonic Acid

2002 ◽  
Vol 2002 (1) ◽  
pp. 37-39 ◽  
Author(s):  
Tongshou Jin ◽  
Suling Zhang ◽  
Suyun Zhang ◽  
Junjie Guo ◽  
Tongshuang Li

A general and practical route for the synthesis of dihydropyrimidines by the one-pot cyclocondensation of aldehydes, β-ketoesters and urea is described using NH2SO3H as catalyst. Yields and selectivities are significantly better than under classical Biginelli reaction conditions.

2007 ◽  
Vol 85 (3) ◽  
pp. 197-201 ◽  
Author(s):  
Raman Gupta ◽  
Monika Gupta ◽  
Satya Paul ◽  
Rajive Gupta

A novel silica-supported zinc chloride catalyst was prepared and investigated for the Biginelli reaction. The key features of the catalyst include rapid reaction with 100% conversion of aldehyde, good catalyst recyclability, and high stability under the reaction conditions (passes hot filtration test successfully). A low catalyst loading (12 mol% of ZnCl2) was required to achieve a quantitative reaction. Other catalysts such as SiO2–AlCl2, SiO2–AlCl2–ZnCl2 were also prepared and their activity was compared with SiO2–ZnCl2 for the Biginelli reaction.Key words: silica gel, zinc chloride, Biginelli compounds, heterogeneous catalysis, reusability.


2005 ◽  
Vol 2 (4) ◽  
pp. 228-230 ◽  
Author(s):  
Jin Tong-Shou ◽  
Zhao Ying ◽  
Liu Li-Bin ◽  
Li Tong-Shuang

An efficient synthesis of 3,4-dihydropyrimidin-2-ones (DHPMs) from the aldehydes, β-ketoesters and urea in ethanol using chlorosulfonic acid as the catalyst is described. Compared with the classical Biginelli reaction conditions, this method has the advantage of excellent yields and short reaction time.


2002 ◽  
Vol 2002 (9) ◽  
pp. 436-438 ◽  
Author(s):  
Xuesen Fan ◽  
Xinying Zhang ◽  
Yongmin Zhang

An efficient synthesis of 3,4-dihydropyrimidin-2(1 H)-one derivatives using samarium chloride as a catalyst from aldehyde, β-keto ester and urea or thiourea in ethanol is described; compared to the classical Biginelli method, this new method has the advantages of good yields and milder reaction conditions.


2011 ◽  
Vol 8 (s1) ◽  
pp. S462-S466 ◽  
Author(s):  
Seied Ali Pourmousavi ◽  
Maryam Hasani

H2SO4-Silica efficiently catalyzes the three-component condensation reaction of aldehydes, 1,3-dicarbonyl compounds and urea/thiourea under solvent free conditions to afford the corresponding dihydropyrimidinones and thio-derivatives in high yields. Compared to the classical Biginelli reaction conditions, this new method consistently has the advantage of giving good yields and requiring short reaction times.


2017 ◽  
Vol 61 (4) ◽  
pp. 278 ◽  
Author(s):  
Ágnes Magyar ◽  
Zoltán Hell

Molecular sieve supported lanthanum catalyst proved to be an efficient heterogeneous catalyst for the one-pot, four-component synthesis of polyhydroquinoline derivatives from aromatic aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in ethanol via Hantzsch reaction. The method has several advantages such as simple reaction conditions, short reaction time, high yields and simple workup procedure, which make it an attractive route for the synthesis of polyhydroquinolines. The catalyst could be reused several times without the loss of its initial activity.


2021 ◽  
Author(s):  
Pakin Noppawan ◽  
Suwiwat Sangon ◽  
Nontipa Supanchaiyamat ◽  
Andrew J. Hunt

Multicomponent one-pot Biginelli reactions have been successfully performed using vegetable oil as bio-based, non-toxic, and environmentally friendly solvents. Palm oil was demonstrated to be a highly effective greener solvent as...


RSC Advances ◽  
2022 ◽  
Vol 12 (1) ◽  
pp. 241-250
Author(s):  
Rodiansono ◽  
Maria Dewi Astuti ◽  
Kamilia Mustikasari ◽  
Sadang Husain ◽  
Fathur Razi Ansyah ◽  
...  

The RANEY® Ni–Sn(x) alloy catalysed the one-pot conversion of biomass-derived furfural and levulinic acid to allow remarkable yield of 1,4-pentanediol (up to 90%) under the mild reaction conditions.


RSC Advances ◽  
2018 ◽  
Vol 8 (40) ◽  
pp. 22498-22505 ◽  
Author(s):  
Jing Sun ◽  
Yu Zhang ◽  
Chao-Guo Yan

The one-pot four-component reaction of aromatic aldehydes, malononitrile, 1,3-thiazolidinedione and ethyl glycinate hydrochloride in ethanol in the presence of triethylamine afforded trans-dihydrothiophene.


2019 ◽  
Vol 15 ◽  
pp. 1523-1533 ◽  
Author(s):  
András György Németh ◽  
György Miklós Keserű ◽  
Péter Ábrányi-Balogh

A new multicomponent reaction has been developed between isocyanides, sulfur and alcohols or thiols under mild reaction conditions to afford O-thiocarbamates and dithiocarbamates in moderate to good yields. The one-pot reaction cascade involves the formation of an isothiocyanate intermediate, thus a catalyst-free synthesis of isothiocyanates, as valuable building blocks from isocyanides and sulfur is proposed, as well. The synthetic procedure suits the demand of a modern organic chemist, as it tolerates a wide range of functional groups, it is atom economic and easily scalable.


Synthesis ◽  
2018 ◽  
Vol 51 (02) ◽  
pp. 522-529 ◽  
Author(s):  
Deqing Shi ◽  
Lingna Wang ◽  
Tiancong Ma ◽  
Mingming Qiao ◽  
Qiangxian Wu ◽  
...  

A visible-light photoredox-catalyzed oxidation/[3+2] cycloaddition/oxidative aromatization cascade reaction of [(3,4-dihydroisoquinolin-2(1H)-yl)methyl]phosphonates and activated olefins or alkynes for the efficient synthesis of potentially biological active pyrrolo[2,1-a]isoquinoline-substituted phosphonates was developed. This transformation features mild reaction conditions (i.e., visible light irradiation, room temperature), molecular oxygen (O2) as a green oxidant, simple ‘one-pot’ operation.


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