scholarly journals Benzoylation of aryl methyl ether using catalytic system of Gd(OTf)3/MSAA

2015 ◽  
Vol 18 (2) ◽  
pp. 221-227
Author(s):  
Phuong Hoang Tran ◽  
Hai Truong Nguyen ◽  
Thach Ngoc Le

The Friedel-Crafts acylation is an important reaction in organic synthesis. Benzoylation of aromatic compounds with benzoic acid as acylating reagent using catalytic system of Gd(OTf)3/MSAA was investigated under microwave irradiation. Catalytic system of Gd(OTf)3/MSAA was found to be an efficient catalyst for FriedelCrafts benzoylation under mild conditions. In addition, Gd(OTf)3/MSAA is safe-to-handle, simple clean work-up and gives good yield.

2014 ◽  
Vol 17 (2) ◽  
pp. 10-14
Author(s):  
Phuong Hoang Tran ◽  
Thanh Duy Anh Nguyen ◽  
Thach Ngoc Le

Friedel-Crafts acylation of aromatic compounds with acetic anhydride as acylating reagent was investigated in the presence of Lewis acid. Bismuth trifluoromethanesulfonate was found to be efficient catalyst for Friedel-Crafts acetylation under mild conditions. Bismuth triflate is safe-to-handle, simple and clean work-up, good yield and short reaction time


Catalysts ◽  
2018 ◽  
Vol 8 (12) ◽  
pp. 618 ◽  
Author(s):  
Maciej Skrodzki ◽  
Maciej Zaranek ◽  
Samanta Witomska ◽  
Piotr Pawluc

Alkoxysilanes find application in many areas of chemistry ranging from research-scale organic synthesis to multi-ton production of materials. Classically, they are obtained in stoichiometric reaction of alcoholysis of chlorosilanes, however, recent years brought development in the field of direct dehydrogenative coupling of hydrosilanes with alcohols, which is a more atom-economic and benign alternative to the former process. In this paper, we report the use of sodium tri(sec-butyl)borohydride as a convenient promoter of this reaction. Exemplary syntheses carried out under mild conditions and without additional solvents, followed by very easy work-up procedure, show excellent potential for application of so devised catalytic system.


2016 ◽  
Vol 19 (4) ◽  
pp. 177-184
Author(s):  
Hai Truong Nguyen ◽  
Phuong Hoang Tran

Friedel-Crafts acetylation is an important reaction in organic synthesis processes. Acetylation of indole derivatives with acetic anhydride as acylating reagent using Cu(OTf)2 as a catalyst has been investigated under microwave irradiation. Different from traditional Lewis acidic catalyst, Cu(OTf)2 was found to be an efficient catalyst for Friedel-Crafts acetylation of indoles under mild conditions. Moreover, Cu(OTf)2 was safe-to-handle, recovered and reused several times without significant loss of catalytic activity.


2019 ◽  
Vol 14 (12) ◽  
pp. 55
Author(s):  
Nguyễn Duy Khôi ◽  
Nguyễn Thanh Bình ◽  
Phan Thị Hoàng Oanh

The synthesis of Fe-MIL-101 material with the presence of H2BDC linker and iron (III) chloride achieving remarkable success is a result of solvothermal method. Catalytic activity works on the Friedel-Crafts benzoylation reaction of aromatic compounds and benzoyl chloride. In addition, Fe-MIL-101 is a heterogeneous catalyst which succeeds in not only shortening duration in a significant amount, but also increasing conversion with the assistance of the microwave irradiation compared with the conventional heating. Fe-MIL-101 would be a very potential alternative in place of unfavourable and dated iron (III) chloride homogeneous catalyst, due to its thermal stability, moreover, it can be recovered and reused after aqueous work-up.


2020 ◽  
Vol 17 ◽  
Author(s):  
Minxin Li ◽  
Meiling Li ◽  
Yanling Tang ◽  
Yun Sun ◽  
Lu Qu ◽  
...  

Aim and Objective: Benzoxazoles are valuable bicyclic aromatic compounds, the construction of benzoxazoles via C-O cross-coupling reactions has attracted more and more attention. Materials and Methods: The best condition of C-O bond formation from o-haloanilides was carried out taking Cu(OTf)2 (5 mol%) and vasicine (10 mol%) as the catalyst in EtOH in present of K2CO3 (2 eq.) for 12 h at 90oC. Results: A series of 2-substituted benzoxazoles have been prepared in high yields from 2-bromoanilides and 2-iodioanilides under mild conditions. Conclusion: We have developed an efficient Cu-vasicine catalytic system for intramolecular C-O bond formation. This strategy is applicable to synthesis of a wide variety of 2-substituted benzoxazoles by intramolecular O-arylation of o-haloanilides.


2014 ◽  
Vol 2014 ◽  
pp. 1-6 ◽  
Author(s):  
Ali Gharib ◽  
Nader Noroozi Pesyan ◽  
Leila Vojdani Fard ◽  
Mina Roshani

This paper describes an alternative and simple procedure for the synthesis of Ibuprofen using Silica-Supported Preyssler Nanoparticles (H14[NaP5W30O110]/SiO2) (SPNPs), as an eco-friendly, inexpensive, and efficient catalyst. High yields, simplicity of operation, and easy work-up procedure are some advantages of this protocol. Silica-Supported Preyssler Nanoparticles (H14[NaP5W30O110]/SiO2) (SPNPs) offer the advantages of a higher hydrolytic and thermal stability. The salient features of Preyssler’s anion are availability, nontoxicity and reusability. We believe this methodology can find usefulness in organic synthesis.


Catalysts ◽  
2019 ◽  
Vol 9 (11) ◽  
pp. 951
Author(s):  
Wei Fan ◽  
Wen-Zhen Wang ◽  
Li Wang ◽  
Xin-Gang Jia ◽  
Lei-Lei Li ◽  
...  

Based on the ligand H2dpPzda (1), a novel cobalt complex [Co(H2dpPzda)(NCS)2]·CH3OH(2) has been synthesized and characterized. The Complex 2 exhibited excellent catalytic performance for converting CO2 into cyclic carbonates under mild conditions. For propylene oxide (PO) and CO2 synthesis of propylene carbonate (PC), the catalytic system showed a remarkable TOF as high as 29,200 h−1. The catalytic system also showed broad substrate scope of epoxide. Additionally, the catalyst could be recycled to maintain the integrity of the structure and remained equal to the level of its catalytic activity even after seven catalytic rounds. Additionally, a possible catalytic mechanism was proposed due to the high catalytic activity which might be owing to the synergism of Lewis acidic metal centers and N group.


2016 ◽  
Vol 8 (4) ◽  
pp. 62 ◽  
Author(s):  
Augusto Rivera ◽  
Ingrid Miranda-Carvajal ◽  
Jaime Ríos-Motta

<p>An efficient and highly eco-friendly protocol for the preparation of <em>N,N´</em>-dibenzyl or <em>N,N´</em>-(2-hydroxybenzyl)diamines via the reduction of the corresponding di-Schiff bases that produces a good yield using water as a solvent without the need for catalysis or the azeotropic removal of water has been developed. These symmetric diimines have been reduced to their corresponding diamines with sodium borohydride using a catalyst- and solvent-free protocol with excellent yield. Mild conditions, high yields, and a simple work-up procedure are the primary benefits of this protocol.</p>


2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Firouz Matloubi Moghaddam ◽  
Atefeh Jarahiyan ◽  
Mahdi Heidarian Haris ◽  
Ali Pourjavadi

AbstractThe magnetic MOF-based catalytic system has been reported here to be an efficient catalyst for synthesis of benzonitriles and diarylethers of aryl halides under optimal conditions. The MOF catalyst was built based on magnetic nanoparticles and UiO-66-NH2 which further modified with 2,4,6-trichloro-1,3,5-triazine and 5-phenyl tetrazole at the same time and the catalyst structure was confirmed by various techniques. This new modification has been applied to increase anchoring palladium into the support. Furthermore, the products’ yields were obtained in good to excellent for all reactions under mild conditions which result from superior activity of the synthesized heterogeneous catalyst containing palladium. Also, the magnetic property of the MOF-based catalyst makes it easy to separate from reaction mediums and reuse in the next runs.


2014 ◽  
Vol 69 (5) ◽  
pp. 567-579 ◽  
Author(s):  
Philipp Kratzer ◽  
Susanne Steinhauser ◽  
Gerhard Maas

The reaction of equimolar amounts of propyne iminium trifluoromethanesulfonates 1a, b and isoquinoline yielded, after hydrolytic work-up, the N-(3-oxoprop-1-en-1-yl)isoquinolinium salts 4a, b in modest yields. Monitoring of the reaction by 1H NMR spectroscopy indicated the formation of salts 4, 3-isoquinolinio-substituted propene iminium salts 3, and N,N,N',N'-tetramethylvinamidinium salts 5 as the major components. The expected aminoallenes (2-(3-(dimethylamino)allen-1- yl)isoquinolinium triflates) 2 could not be detected in the reaction solutions. It is possible, however, to trap the aminoallene intermediates in a polar [4+2] cycloaddition reaction, as shown by the isolation of 2 : 1 adducts 7c, d in good yield from cyclopropyl-substituted propyne iminium triflates 1c, d and isoquinoline. Hydride abstraction from 7c, d yielded the 2,4-dicyclopropyl-1,3- bis((dimethyliminio)(aryl)methyl)pyrido[2,1-a]isoquinolinium tris(triflates) 8c, d.


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