引用本文:
A. Davoodnia, S. Allameh, A. R. Fakhari, N. Tavakoli-Hoseini. Highly efficient solvent-free synthesis of quinazolin-4 (3H)-ones and 2,3-dihydroquinazolin-4 (1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst[J]. Chinese Chemical Letters,
2010, 21(5): 550-553.
doi:
10.1016/j.cclet.2010.01.032
Citation: A. Davoodnia, S. Allameh, A. R. Fakhari, N. Tavakoli-Hoseini. Highly efficient solvent-free synthesis of quinazolin-4 (3H)-ones and 2,3-dihydroquinazolin-4 (1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst[J]. Chinese Chemical Letters, 2010, 21(5): 550-553. doi: 10.1016/j.cclet.2010.01.032
Citation: A. Davoodnia, S. Allameh, A. R. Fakhari, N. Tavakoli-Hoseini. Highly efficient solvent-free synthesis of quinazolin-4 (3H)-ones and 2,3-dihydroquinazolin-4 (1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst[J]. Chinese Chemical Letters, 2010, 21(5): 550-553. doi: 10.1016/j.cclet.2010.01.032
Highly efficient solvent-free synthesis of quinazolin-4 (3H)-ones and 2,3-dihydroquinazolin-4 (1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst
摘要:
A simple and efficient procedure for the synthesis of 2-arylquinazolin-4(3H)-ones has been developed through cyclocondensation of 2-aminobenzamide with aromatic aldehydes using tetrabutylammonium bromide (TBAB) as novel neutral ionic liquid catalyst in the presence of copper (Ⅱ) chloride (CuCl2) as oxidizing agent under solvent-free conditions at 100℃. In the absence of CuCl2 and under a nitrogen atmosphere, the unoxidized intermediates, 2-aryl-2,3-dihydroquinazolin-4(1H)-ones, were isolated.Treatment of these intermediates with CuCl2 in TBAB media gave the oxidized products 2-arylquinazolin-4(3H)-ones. On the other hand, cyclocondensation of 2-aminobenzamide with aromatic aldehydes in TBAB under microwave irradiation directly gave 2-arylquinazolin-4(3H)-ones.
English
Highly efficient solvent-free synthesis of quinazolin-4 (3H)-ones and 2,3-dihydroquinazolin-4 (1H)-ones using tetrabutylammonium bromide as novel ionic liquid catalyst
Abstract:
A simple and efficient procedure for the synthesis of 2-arylquinazolin-4(3H)-ones has been developed through cyclocondensation of 2-aminobenzamide with aromatic aldehydes using tetrabutylammonium bromide (TBAB) as novel neutral ionic liquid catalyst in the presence of copper (Ⅱ) chloride (CuCl2) as oxidizing agent under solvent-free conditions at 100℃. In the absence of CuCl2 and under a nitrogen atmosphere, the unoxidized intermediates, 2-aryl-2,3-dihydroquinazolin-4(1H)-ones, were isolated.Treatment of these intermediates with CuCl2 in TBAB media gave the oxidized products 2-arylquinazolin-4(3H)-ones. On the other hand, cyclocondensation of 2-aminobenzamide with aromatic aldehydes in TBAB under microwave irradiation directly gave 2-arylquinazolin-4(3H)-ones.
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