- Solvent-free synthesis of trisphenols as starting precursors for the synthesis of calix[4]arenes using sulfonated multi-walled carbon nanotubes
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The condensation of phenol derivatives (12 substrates) with 2,6-bis(hydroxymethyl)phenols (BMP) (6 examples) is reported using sulfonated multi-walled carbon nanotubes (SO3H@MWCNTs) under solvent-free conditions as starting precursors for the synthesis of macrocyclic molecules of calix[4]arenes. The new protocol provides a series of trisphenol derivatives (21 examples) in high yields (up to 94%) and relatively short reaction times (15-120 min). Also, direct synthesis of calix[4]arenes from different trisphenols by use of the catalyst was reported (5 examples). Furthermore, the synthesized calix[4]arene was obtained using a one-pot method from simple and easily available starting materials such as p-cresol for the synthesis of 5,11,17,23-tetramethylcalix[4]arene-25,26,27,28-tetraol. Also, in this process SO3H@MWCNTs can be reused for seven runs with almost consistent efficiency and can be recovered by easy filtration.
- Fareghi-Alamdari, Reza,Golestanzadeh, Mohsen,Zekri, Negar
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p. 3400 - 3412
(2016/05/09)
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- An efficient synthetic approach to substituted trisphenols (phloroglucide analogues) using tungstosilicic acid in water
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Tungstosilicic acid was found to be an efficient catalyst for the synthesis of trisphenols using the reaction of 2,6-bis(hydroxymethyl)phenols with phenols in an aqueous medium. The catalytic reactivity of tungstosilicic acid in boiling water was examined with a series of substrates, demonstrating that this catalyst is reactive in the presence of a variety of functionalities. Georg Thieme Verlag Stuttgart. New York.
- Fareghi-Alamdari, Reza,Khalafi-Nezhad, Ali,Zekri, Negar
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p. 887 - 892
(2014/04/03)
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- Synthesis of polyfunctional aromatic ring systems (phloroglucide analogs) under microwave irradiation
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An efficient and rapid synthesis of phloroglucide analogs under microwave irradiation is described. The solid-phase condensation reaction of the 4-halo-2,6-bis(hydroxymethyl)phenols 1a,b with other substituted phenols in the presence of ZnCl2 afforded the target molecules in much higher yields than by classical solution-phase synthesis and allowed us to prepare new phloroglucide analogs possessing sensitive functional groups difficult to access by established means.
- Khalafi-Nezhad, Ali,Rad, Mohammad Navid Soltani,Hakimelahi, Gholam Hossein
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p. 2396 - 2403
(2007/10/03)
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- The Synthesis of Polyfunctional Aromatic Ring Systems. Structural Analogues of Phloroglucides, Aranciamycin, Cryptosporin and Terramycin
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The synthesis of the title compounds is described.Some of the compounds prepared were found to be active against a number of pathogenic microorganisms in vitro.
- Hakimelahi, Gholam Hosein,Moshfegh, Ali Akbar
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p. 599 - 609
(2007/10/02)
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