2010
DOI: 10.1016/j.tet.2010.05.082
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DBU: a highly efficient catalyst for one-pot synthesis of substituted 3,4-dihydropyrano[3,2-c]chromenes, dihydropyrano[4,3-b]pyranes, 2-amino-4H-benzo[h]chromenes and 2-amino-4H benzo[g]chromenes in aqueous medium

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Cited by 361 publications
(137 citation statements)
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“…The reaction underwent smooth cyclization to give respective quinazolinone derivatives in virtually good yields (Table 2, entries 10-14). Thereafter, a series of different substituted quinazolinone analogs were synthesized from different benzyl halides containing electron-withdrawing and electron-donating groups using trimethyl amine N-oxide in ethanol at 70 °C in good yields [45] ( Table 2). In general, the overall yield ranged from 96% for 3,3-dimethyl-12(4-nitro-phenyl)-1,2,3,4,5,12-hexahydrobenzo [4,5]imidazo[2,1-b]quinazolin-1-one (4h) (entry 8) to 85% for 6,6-dimethyl-9-(4-hydroxy-phenyl)-5,6,7,9-tetrahydro-4H-1,2,4-triazolo[5,1-b] quinazolin-8-one (4m) (entry 13).…”
Section: Synthetic Communicationsmentioning
confidence: 99%
“…The reaction underwent smooth cyclization to give respective quinazolinone derivatives in virtually good yields (Table 2, entries 10-14). Thereafter, a series of different substituted quinazolinone analogs were synthesized from different benzyl halides containing electron-withdrawing and electron-donating groups using trimethyl amine N-oxide in ethanol at 70 °C in good yields [45] ( Table 2). In general, the overall yield ranged from 96% for 3,3-dimethyl-12(4-nitro-phenyl)-1,2,3,4,5,12-hexahydrobenzo [4,5]imidazo[2,1-b]quinazolin-1-one (4h) (entry 8) to 85% for 6,6-dimethyl-9-(4-hydroxy-phenyl)-5,6,7,9-tetrahydro-4H-1,2,4-triazolo[5,1-b] quinazolin-8-one (4m) (entry 13).…”
Section: Synthetic Communicationsmentioning
confidence: 99%
“…Therefore, the development of facile, efficient, flexible and useful methods for the synthesis of chromenes is still favorable (10). Indeed, the synthesis of chromenes through multicomponent reactions (MCRs) has attracted much attention due to excellent synthetic efficiency, experimental simplicity, inherent atom economy and their ability to create molecular complexity starting from simple substrates (11,12). The core/shell Fe 3 O 4 nanoparticles are easily prepared and have been widely studied due to their unique physical properties.…”
Section: Introductionmentioning
confidence: 99%
“…Therefore, the improvement of simple methods for the development of chromenes is still necessary and in demand. The preparation of chromenes has been reported in the presence of diverse catalysts such as 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), [6] tetrabutylammonium bromide, [7] diammonium hydrogen phosphate, [8] H 6 P 2 W 18 O 62 ⋅18H 2 O, [9] Zn(L-proline) 2 , [10] nanomagnetically modified thioglycolic acid, [11] Fe 3 O 4 /poly(ethylene glycol) core/shell, [12] nano-MgO, [13] 1-butyl-3-methylimidazolium hydroxide, [14] 1-butyl-3-methylimidazolium tetrafluoroborate, [15,16] 1,3-dimethyl-2-oxo-1,3-bis(4-sulfobu tyl)imidazolidine-1,3-diium hydrogen sulfate, [17] 3-hydroxypropanaminium acetate [18] and N,N-dimethylaminoethylbenzyldimethylammonium chloride. [19] However, some of the reported methods have disadvantages including long reaction times, harsh reaction conditions and use of toxic and non-reusable catalysts.…”
Section: Introductionmentioning
confidence: 99%