Uncatalyzed Reactions in Aqueous Media: Three-Component, One-Pot, Clean Synthesis of Tetrahydrobenzo[b]pyran Derivatives

2007 ◽  
Vol 60 (4) ◽  
pp. 305 ◽  
Author(s):  
Sunita B. Bandgar ◽  
Babasaheb P. Bandgar ◽  
Balaji L. Korbad ◽  
Jalinder V. Totre ◽  
Sachin Patil

The synthesis of various tetrahydrobenzo[b]pyran derivatives has been carried out by means of an uncatalyzed, three-component, one-pot clean condensation of aromatic aldehydes, reactive methylene compounds, and dimidone in aqueous medium. Simple workup, and mild and neutral conditions that give quantitative yields of products in pure form, are the attractive features of this method.

2013 ◽  
Vol 68 (4) ◽  
pp. 362-366 ◽  
Author(s):  
Shahrzad Abdolmohammadi ◽  
Mahdieh Mohammadnejad ◽  
Faezeh Shafaei

A series of tetrahydrobenzo[c]acridinone derivatives have been prepared by a one-pot fourcomponent reaction of 1-naphthol, aromatic aldehydes, dimedone, and ammonium acetate in aqueous media using a catalytic amount of titanium dioxide nanoparticles (TiO2 NPs). The advantages of this novel protocol include the excellent yields, operational simplicity, short reaction time, easy work-up, reusability of the catalyst and an environmentally friendly procedure.


SynOpen ◽  
2018 ◽  
Vol 02 (01) ◽  
pp. 0001-0005 ◽  
Author(s):  
Saeed Balalaie ◽  
Hamed Esmaeilabadi ◽  
Saber Mehrparvar ◽  
Frank Rominger ◽  
Fatima Hamdan ◽  
...  

Synthesis of functionalized 2,3-dihydropyrido[2,3-d]pyrimidin-4(1H)-one from a cascade reaction between 3-formylchromone, malononitrile, diammonium hydrogen phosphate, and aromatic aldehydes in aqueous media is described.


ChemInform ◽  
2007 ◽  
Vol 38 (38) ◽  
Author(s):  
Sunita B. Bandgar ◽  
Babasaheb P. Bandgar ◽  
Balaji L. Korbad ◽  
Jalinder V. Totre ◽  
Sachin Patil

Tetrahedron ◽  
2007 ◽  
Vol 63 (2) ◽  
pp. 381-388 ◽  
Author(s):  
Shujiang Tu ◽  
Runhong Jia ◽  
Bo Jiang ◽  
Junyong Zhang ◽  
Yan Zhang ◽  
...  

2017 ◽  
Vol 41 (3) ◽  
pp. 136-138 ◽  
Author(s):  
Sabereh Bougan ◽  
Alireza Hassanabadi

A green and efficient synthesis of the title compounds has been achieved in a one-pot, three-component reaction of 4-hydroxycoumarin and aromatic aldehydes with methyl carbamate catalysed by p-toluenesulfonic acid in aqueous media to afford 4-aryl-3,4-dihydrochromeno[3,4-e][1,3]oxazine-2,5-diones in excellent yields. The salient features of this protocol are: short reaction times, high yields and absence of any hazardous organic solvent. Consequently, this procedure could be classified as green chemistry.


2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Janardhan Banothu ◽  
Rajitha Bavantula ◽  
Peter A. Crooks

Highly efficient, ecofriendly, and improved protocol for the synthesis of 1,8-acridinediones has been developedviaone-pot multicomponent condensation of 1,3-cyclohexanedione/dimedone, aromatic aldehydes, and ammonium acetate utilizing poly(4-vinylpyridinium)hydrogen sulfate as catalyst in aqueous medium. Excellent yields in shorter reaction time, simple work-up procedure, easy recovery, and reusability of the catalyst are attractive features of this green protocol.


2019 ◽  
Vol 9 (4-A) ◽  
pp. 280-289
Author(s):  
SEKAR SILAMBU SILAMBARASAN ◽  
A. Jamal Abdul Nasser

A highly efficient and environmentally benign for the synthesis a of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives (4a-n) in good to high yields (90%-97%) by one-pot three-component Michael addition reaction of malononitrile, aromatic aldehydes and resorcinol under reflux condition was developed in aqueous medium. Single crystal X-ray studies show that 4h crystallizes in the formula C22H15Cl2N2O2, Mr=410.26, Monoclinic, Space group P2(1)/c, a=12.753(9)Å, b=6.665(4)Å, c=24.050(14) Å, β=102.95(3)A° and 4i C16H10Cl2N2O2, Mr=333.16, Triclinic, Space group P-1, a=6.271(3)Å, b=18.697(5)Å, c =13.794(7) Å,  β =94.269(17)A°. The structure of the products were further confirmed by 1H NMR, 13C NMR, IR and Mass spectrum. Keywords: Benzopyrans, malononitrile, resorcinol, Michael addition, water mediated synthesis, single crystal XRD


2014 ◽  
Vol 68 (8) ◽  
Author(s):  
Hamzeh Kiyani ◽  
Fatemeh Ghorbani

Abstract2-Amino-4-aryl-4H-benzo[h]chromenes and 3-amino-1-aryl-1H-benzo[f]chromenes were prepared by treating cyano-methylene compounds (malononitrile or ethyl cyanoacetate), substituted aromatic aldehydes, and naphtholic compounds in the presence of potassium phthalimide as a green, mild, efficient, and commercially available organocatalyst in aqueous media. The procedure was readily conducted and affords remarkable advantages such as safety, short reaction times, environmentally benign milder reaction conditions, no organic solvent required, and high yields.


2018 ◽  
Vol 42 (6) ◽  
pp. 291-293
Author(s):  
Nooshin Ghaffari-Nia ◽  
Alireza Hassanabadi

A green and efficient method for oxazine ring formation is established using the reaction of 2-hydroxy-1,4-naphthoquinone and aromatic aldehydes with methyl carbamate catalysed by p-toluenesulfonic acid in aqueous media to afford 4-aryl-3,4-dihydronaphtho[3,4- e][1,3] oxazine-2,5,10-triones in excellent yields. The salient features of this protocol are short reaction times and high yields while avoiding any hazardous organic solvent. Therefore, this procedure could be classified as green chemistry.


RSC Advances ◽  
2016 ◽  
Vol 6 (73) ◽  
pp. 68788-68797 ◽  
Author(s):  
Lingala Suresh ◽  
P. Sagar Vijay Kumar ◽  
T. Vinodkumar ◽  
G. V. P. Chandramouli

A ceria nanocatalyst was used for the one-pot, multicomponent condensation reaction of benzoylacetonitrile, aromatic aldehydes and 5-amino-triazole/tetrazole proceeding via C–C and C–N bond formation to deliver triazolo/tetrazolo[1,5-a]pyrimidines.


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