Ceric-sulfate-catalyzed synthesis of 14-aryl- or 14-alkyl-14H-dibenzo[aj]xanthene under conventional heating and microwave irradiation

2007 ◽  
Vol 85 (11) ◽  
pp. 989-995 ◽  
Author(s):  
Nagarajan Panneer Selvam ◽  
Gnanamani Shanthi ◽  
Paramasivan T Perumal

A simple and facile procedure for the synthesis of 14-aryl- or 14-alkyl-14H-dibenzo[aj]xanthenes is described. The procedure takes place by the one-pot condensation of 2-naphthol with aldehydes in the presence of anhydrous ceric sulfate as the catalyst under solvent-free conventional heating and microwave irradiation.Key words: xanthene, one-pot condensation, aldehyde, 2-naphthol, ceric sulfate, solvent-free, microwave irradiation.




2012 ◽  
Vol 9 (2) ◽  
pp. 739-743 ◽  
Author(s):  
Liqiang Wu

A simple and efficient synthesis of 3-(2'-benzothiazolyl)-2,3-dihydro quinazolin-4(1H)- ones has been accomplished by the one-pot condensation of isatoic anhydride, aldehyde and 2-aminobenzothiazole under solvent-free conditions in the presence of Zr(HSO4)4.







2015 ◽  
Vol 11 ◽  
pp. 2318-2325 ◽  
Author(s):  
Morgan Hans ◽  
Jan Lorkowski ◽  
Albert Demonceau ◽  
Lionel Delaude

The one-pot condensation of glyoxal, two equivalents of cyclohexylamine, and paraformaldehyde in the presence of aqueous HBF4 provided a straightforward access to 1,3-dicyclohexylimidazolium tetrafluoroborate (ICy·HBF4). 1,3-Dibenzylimidazolium tetrafluoroborate (IBn·HBF4) was obtained along the same lines. To synthesize 1,3-diarylmidazolium salts, it was necessary to isolate the intermediate N,N'-diarylethylenediimines prior to their cyclization. Although this additional step required more time and reagents, it led to a much more efficient overall process. It also proved very convenient to carry out the synthesis of imidazolinium salts in parallel to their imidazolium counterparts via the reduction of the diimines into diammonium salts. The critical assembly of the C2 precarbenic unit was best achieved with paraformaldehyde and chlorotrimethylsilane in the case of imidazolium derivatives, whereas the use of triethyl orthoformate under microwave irradiation was most appropriate for the fast and efficient synthesis of imidazolinium salts. This strategy was applied to the synthesis of six common N-heterocyclic carbene precursors, namely, 1,3-dimesitylimidazolium chloride (IMes·HCl), 1,3-dimesitylimidazolium tetrafluoroborate (IMes·HBF4), 1,3-dimesitylimidazolinium chloride (SIMes·HCl), 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride (IDip·HCl or IPr·HCl), 1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride (SIDip·HCl or SIPr·HCl), and 1,3-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazolium chloride (IDip*·HCl or IPr*·HCl).



Sign in / Sign up

Export Citation Format

Share Document