Microwave‐Assisted Tandem Kornblum Oxidation and Biginelli Reaction for the Synthesis of Dihydropyrimidones

2020 ◽  
Vol 5 (42) ◽  
pp. 12965-12970
Author(s):  
Asif A. Malik ◽  
Nisar A. Dangroo ◽  
Tabassum Ara
2003 ◽  
Vol 4 (9) ◽  
pp. 449-453 ◽  
Author(s):  
V.R. Choudhary ◽  
V.H. Tillu ◽  
V.S. Narkhede ◽  
H.B. Borate ◽  
R.D. Wakharkar

ChemInform ◽  
2016 ◽  
Vol 47 (49) ◽  
Author(s):  
Majid M. Heravi ◽  
Mahdieh Ghavidel ◽  
Bahareh Heidari

2007 ◽  
Vol 18 (6) ◽  
pp. 643-646 ◽  
Author(s):  
Gang Xu ◽  
Jian Ping Wu ◽  
Xin Miao Ai ◽  
Li Rong Yang

2016 ◽  
Vol 13 (4) ◽  
pp. 569-600 ◽  
Author(s):  
Majid M. Heravi ◽  
Mahdieh Ghavidel ◽  
Bahareh Heidari

ChemInform ◽  
2000 ◽  
Vol 31 (50) ◽  
pp. no-no
Author(s):  
J. S. Yadav ◽  
B. V. Subba Reddy ◽  
E. Jagan Reddy ◽  
T. Ramalingam

2021 ◽  
Vol 08 ◽  
Author(s):  
Bishwajit Changmai ◽  
Kalyani Rajkumari ◽  
Diparjun Das ◽  
Lalthazuala Rokhum

Background: In recent years, 3,4-dihydro-pyrimidin-2-(1H)-ones (DHPMs) have attracting significant attention due to their diverse range of biological properties such as antibacterial, antiviral, antitumor, anti-inflammatory, calcium channel block etc. Taking into account, in this present work a polymer based solid acid catalyst is employed for the microwave-assisted synthesis of DHPMs. Introduction: Multicomponent reactions (MCRs) are attracting utmost attention as it promotes the formation of several bonds in a single process with diverse advantages. Biginelli reaction is the top-ranked example of MCR for the synthesis of dihydropyrimidinones (DHPMs). Solid catalysts are considered as a significant tool for MCRs as they are non-toxic, easy to handle, high selectivity, easy separation process and reusable. Methods: DHPMs synthesis was carried out using acid functionalized mesoporous polymer (AFMP) catalyst under microwave irradiation and solvent-free condition. Results: AFMP showed good to excellent DHPMs yield (89-98%) under the optimized reaction conditions: 1:1:1.2 molar ratio of aldehyde/ethylacetoacetate/urea, catalyst loading of 6 wt.% (with respect to aldehyde), the temperature of 80 °C and microwave power of 500 W. Conclusion: We have successfully utilized microwave-assisted AFMP catalyzed the synthesis of DHPMs under solvent-free condition via Biginelli approach. The catalyst is recyclable and reusable up to 5 consecutive reaction cycles with no significant loss in catalytic activity.


2000 ◽  
Vol 2000 (7) ◽  
pp. 354-355 ◽  
Author(s):  
J.S. Yadav ◽  
B.V. Subba Reddy ◽  
E. Jagan Reddy ◽  
T. Ramalingam

Dihydropyrimidines were synthesised in high yields by one-pot cyclocondensation reaction of aldehydes, aceto-acetates and urea using various acid catalysts like Amberlyst-15, Nafion-H, KSF clay and dry acetic acid under microwave irradiation.


Catalysts ◽  
2020 ◽  
Vol 11 (1) ◽  
pp. 45
Author(s):  
Nóra Popovics-Tóth ◽  
Ádám Tajti ◽  
Evelyn Hümpfner ◽  
Erika Bálint

The synthesis of novel 3,4-dihydropyrimidin-2(1H)-one-phosphonates was elaborated by the microwave (MW)-assisted three-component Biginelli reaction of β-ketophosphonates, aromatic or aliphatic aldehydes and urea derivatives. The condensation was optimized on a selected model reaction in respect of the reaction parameters, such as the heating method, the type of the catalyst and solvent, the temperature, the reaction time and the molar ratio of the starting materials. The fast and solvent-free MW-assisted procedure was then extended for the preparation of further new 3,4-dihydropyrimidin-2(1H)-one-phosphonate derivatives starting from different aromatic aldehydes, β-ketophosphonates and urea derivatives to prove the wide scope of the process. As a novel by-product of the Biginelli-type synthesis of 3,4-dihydropyrimidin-2(1H)-one-phosphonates, the 5-diethoxyphosphoryl-4-phenyl-6-styryl-3,4-dihydropyrimidin-2(1H)-one was also isolated and characterized. Our MW-assisted method made also possible the condensation of aliphatic aldehydes, diethyl (2-oxopropyl)phosphonate and urea, which reaction was previously reported to be impossible in the literature.


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