A simple and eco-sustainable method for the sulfonylation of amines under microwave-assisted solvent-free conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (31) ◽  
pp. 16027-16032 ◽  
Author(s):  
Salah Lakrout ◽  
Hacène K'tir ◽  
Aïcha Amira ◽  
Malika Berredjem ◽  
Nour-Eddine Aouf

A new environmentally benign, simple, and efficient protocol for the sulfonylation of amines using microwave irradiation under solvent- & catalyst-free conditions is reported. The corresponding sulfonamides were obtained in excellent yields within short reaction times.

2005 ◽  
Vol 83 (3) ◽  
pp. 260-265 ◽  
Author(s):  
Surinderjit Singh ◽  
M PS Ishar ◽  
Gajendra Singh ◽  
Rajinder Singh

Contrary to literature reports, the o-allyloxy- and crotyloxy-acetophenone-oximes (2a, 2b) are transformed to nitrones, which undergo regio- and stereoselective intramolecular 1,3-dipolar cycloadditions, both on microwave heating under solvent free conditions and refluxing in toluene, to afford novel cycloadducts (5a, 5b); the oxazepine-N-oxide (3a) reported to be formed in 98% yield was obtained only as a minor product (~10%). However, o-cinnamyloxy-acetophenone-oxime (2c) under similar conditions undergoes intramolecular N-alkylation to afford nitrone (3c). The reactions carried out under microwave irradiation are cleaner, require shorter reaction times, and have higher yields. Corresponding intramolecular 1,3-dipolar cycloadditions of N-methylnitrones (B), generated in situ from o-alkenylmethoxy-acetophenones (1a–1c) and N-methylhydroxylamine under solvent-free microwave irradiation conditions, are completely regio- and stereoselective, require much shorter reaction times, and afford adducts (4a–4c) in higher yields, as compared with their thermal counterparts.Key words: cycloadditions, nitrones, oximes, o-alkenylmethoxy-acetophenones, microwave, isoxazolidines.


2005 ◽  
Vol 2005 (1) ◽  
pp. 27-28 ◽  
Author(s):  
Jaime Charris ◽  
Arthur Barazarte ◽  
José Domínguez ◽  
Neira Gamboa

A rapid method for the preparation of N-aryl-2-methylthio-4-oxo-1,4-dihydro quinoline-3-carbonitriles (2a–e) and N-aryl-3-methylthio-4H-1,4-benzothiazine-2-carbonitrile 1,1-dioxides (2f–o) is reported. The cyclization is accelerated by microwave irradiation under solvent free conditions in the presence of K2CO3.


2021 ◽  
Author(s):  
Vijayshekar pulusu ◽  
Chinna Rajanna Rajanna Kamatala ◽  
Anil Kumar Mardhanpally ◽  
Hemanth Sriram Yel ◽  
Yaku Guguloth ◽  
...  

Abstract Silica supported nanogreenacids like Si-KHSO4, and Si-HClO4are explored as reusable catalysts for bromination of aromatic and hetero aromatic compounds using KBr under solvothermal, and solvent-free conditions. Reaction times reduced from Reacions under conventional solvothermal protocols conditions required (4 – 6) hours, while ultrasonic assisted reactions only (9 – 12) minutes for completion. But, solvent-free microwave assisted reactions required only (1-5) minutes exhibiting striking rate acceleration compared to the solvothermal and ultrasonic assisted protocols All the reaction protocols afforded fairly good yields of brominated products, which are comparable with existing protocols.


2018 ◽  
Vol 42 (12) ◽  
pp. 604-607
Author(s):  
Loghman Firoozpour ◽  
Hoda Yahyavi ◽  
Ramona Ejtemaei ◽  
Setareh Moghimi ◽  
Alireza Foroumadi

A green and efficient method for preparing novel heterocyclic systems is established through the reaction of differently substituted benzaldehydes, barbituric acid and 4-amino-2H-chromene-2-one under solvent-free conditions. This method affords 6H-chromeno[3’,4’:5,6] pyrido[2,3-d]pyrimidine-trione derivatives in high yields and short reaction times.


2005 ◽  
Vol 2005 (1) ◽  
pp. 71-72 ◽  
Author(s):  
Xi-Cun Wang ◽  
Zheng-Jun Quan ◽  
Zheng Li

Thirty-two 1-aroyl/aryloxyacetyl-4-(2-furoyl)thiosemicarbazides and corresponding semicarbazides were synthesised in excellent yields under microwave irradiation and solvent-free conditions without using any catalyst.


2009 ◽  
Vol 63 (1) ◽  
Author(s):  
Mohammad Abdollahi-Alibeik ◽  
Zahra Zaghaghi

AbstractEfficient syntheses of 3,4-dihydropyrimidin-2-(1H)-ones and the corresponding thioxo derivatives using 1,3-dibromo-5,5-dimethylhydantoin (DBH) catalysis of a one-pot three-component Biginelli reaction of aldehydes, ethyl acetoacetate, and urea or thiourea under microwave irradiation are described. The advantages of this method are its short reaction times, high yields of the products, inexpensive and commercially available catalyst, and solvent-free conditions. Typical isolated yields exceed 70 % for arylaldehydes (9 examples) and aliphatic aldehydes (2 examples).


RSC Advances ◽  
2016 ◽  
Vol 6 (81) ◽  
pp. 78225-78233 ◽  
Author(s):  
Luísa M. D. R. S. Martins ◽  
Susanta Hazra ◽  
M. Fátima C. Guedes da Silva ◽  
Armando J. L. Pombeiro

The sulfonated Schiff base dimethyltin(iv) coordination polymer is an efficient heterogeneous catalyst for the peroxidative Baeyer–Villiger oxidation of ketones, under ultrasound or microwave irradiation and solvent- and additive-free conditions.


2020 ◽  
Vol 17 (4) ◽  
pp. 304-312
Author(s):  
Leila Z. Fekri

Background: Imidazo[1,2-a]pyrimidinone, quinazolinone and amide derivatives have attracted a lot of interest because of their broad scope of biological and pharmacological activities. There are a lot of methods reported in the literature for their synthesis. Therefore, we became interested in developing a convenient synthetic method for the preparation of imidazoquinazolinone and amide derivatives. Objective: NiFe2O4@SiO2 @glucose amine were synthesized, characterized and have been used for the green, effective and mild multicomponent synthesis of quinazolinones, benzoimidazo[1,2-a]pyrimidinones and amides under solvent-free conditions in short reaction times and excellent yields. To expand of the scope of this avenue, multicomponent synthesis of mono and bis novel amides was tested for the first time. All of the products were characterized by mp, FT-IR, NMR and elemental analysis. Methods: Aldehyde (1mmol), 2-amino benzimidazole (1 mmol), dimedone (1mmol) or indane-1,3-dione (1 mmol) for the synthesis of quinazoline or imidazopyrimidinones and arene (1mmol), anhydride (1mmol), 2- aminobenzimidazole (1mmol) for the synthesis of amides in the nanocatalyst NiFe2O4@SiO2@glucose amine (0.15mol%: 0.05g) were stirred by a magnet for the required reaction time. After completion of the reaction, as indicated by TLC, the products were collected and recrystallized from ethanol if necessary. Results: We present a novel avenue for the synthesis of benzimidazo[1,2-a] pyrimidinones, quinazolinones and amides in the presence of NiFe2O4@SiO2@glucose amine under solvent-free conditions. Conclusion: In conclusion, we developed NiFe2O4@SiO2 @glucose amine-catalysed multicomponent synthesis of quinazolinones and imidazo[1,2-a]pyrimidinones using the reaction of benzaldehyde, dimedone or indane-dione and 2-aminobenzimidazole and multicomponent synthesis of amides using arenes, cyclic anhydrides and 2-aminobenzimidazole by a solvent-free technique. This method proves to be a robust and innovative approach for the synthesis of a biologically important structure. The operational simplicity, the excellent yields of products, ease of separation and recyclability of the magnetic catalyst, waste reduction and high selectivity are the main advantages of this method. Furthermore, this new avenue is cheap and environmentally benign.


2015 ◽  
Vol 80 (4) ◽  
pp. 459-464
Author(s):  
Hoorieh Djahaniani ◽  
Laila Aghadadashi-Abhari ◽  
Bita Mohtat

Microwave-assisted three-component reaction has been established for the synthesis of aryl alkyl ethers. The reaction was carried out under solvent free conditions in the presence of N-methylimidazole and dialkylacetylenedicarboxylate to furnish a novel approach to O-alkylation of phenol derivatives in high yield


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