Microwave assisted acylation of methoxyarenes catalyzed by EPZG<sup>®</sup>catalyst

Veverková, Eva; Mečiarová, Mária; Gotov, Battsengel; Tomá, Štefan

doi:10.1039/b204194b

Cited by 13 publications

(6 citation statements)

References 28 publications

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“…It is likely that the yield can be improved by using a new variant of the click reaction using Cu nanoparticles in the presence of amine hydrochlorides 50. However, the cycloaddition takes place under the conventional, thermal Huisgen conditions, i.e in boiling toluene for 24–48 h and affords a mixture of the two regioisomeric addition products 26 and 27 ,23 but there is a controversy in the literature concerning the assignment of NMR spectra to the two isomers 23, 24. We have examined this cycloaddition under microwave conditions and find that neither of the previous assignments of 1 H NMR spectra was correct.…”

Section: Resultsmentioning

confidence: 99%

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9‐Azidoacridine and 9‐acridinylnitrene

Kvaskoff

Bernhardt

Wentrup

2010

J of Physical Organic Chem

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Matrix photolysis as well as flash vacuum thermolysis (FVT) of 9‐azidoacridine affords 9‐acridinylnitrene, which is characterized by its IR and ESR spectra and is photochemically inert. FVT above 600 °C yields a mixture of the five isomeric cyanocarbazoles. Microwave‐assisted reaction with diethyl‐ and dipropylamines in solution affords acridinylformamidine and acridinylpropionamidine, respectively. Microwave‐assisted reaction with dimethylamine causes nucleophilic displacement of the azido group. Microwave‐assisted 1,3‐dipolar cycloaddition with phenylacetylene yields the two regioisomeric 9‐(4‐ and 5‐phenyl‐1,2,3‐triazol‐1‐yl)acridines, whose structures were established by X‐ray crystallography. Copyright © 2010 John Wiley & Sons, Ltd.

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Section: Resultsmentioning

confidence: 99%

“…4‐Phenyl isomer 26 : yellow‐brown crystals, mp 248–250 °C (lit 23. 249–250 °C, but assigned to the 1,5‐isomer; lit 24. 281‐282 °C).…”

Section: Methodsmentioning

confidence: 99%

9‐Azidoacridine and 9‐acridinylnitrene

Kvaskoff

Bernhardt

Wentrup

2010

J of Physical Organic Chem

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“…Microwave irradiation applying on Friedel-Crafts acylation also achieves great success. It has been demonstrated that the short reaction time associated with microwave irradiation restricts the decomposition of the reagents or products and prevents the diacylation or dimethylation [15]. This paper will demonstrate the synthesis and analysis of Fe-MIL-101 to examine its catalytic activity in Friedel-Crafts benzoylation.…”

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confidence: 98%

Tổng hợp và thăm dò hoạt tính xúc tác của vật liệu Fe-MIL-101 cho phản ứng benzyl hóa Friedel-Crafts

Khôi¹,

Bình²,

Oanh³

2019

Tạp chí Khoa học

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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.

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“…2 Moreover, hydroxyaryl ketones are precursors for the synthesis of biologically active chalcones and flavones. 3,4 For example, 2-hydroxyphenyl or 2-hydroxynaphthyl ketone derivatives are useful intermediates for the synthesis of biologically active naphthoquinone derivatives, 5 liquid crystal polymers containing naphthalenes, or low molecular weight mesogens. 6 Several methods such as the Friedel-Crafts reaction, the Hoesch and Nenckoi reaction, and the Fries reaction are available for the preparation of hydroxyaryl ketones.…”

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confidence: 99%