Three-component process for the synthesis of 2-amino-2-chromenes in aqueous media

被引:192
作者
Ballini, R
Bosica, G
Conforti, ML
Maggi, R
Mazzacani, A
Righi, P
Sartori, G
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
[2] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
[3] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
关键词
chromenes; reaction in water; annulation; three-component reaction;
D O I
10.1016/S0040-4020(00)01121-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of an aldehyde, malononitrile and a phenol in water at reflux in the presence of cetyltrimethylammonium chloride (CTAC1) as catalyst affords a one-pot synthesis of 2-amino-2-chromenes. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1395 / 1398
页数:4
相关论文
共 32 条
[1]  
ABDELLATIF FF, 1990, INDIAN J CHEM B, V29, P664
[2]   Synthesis of symmetrical N,N′-disubstituted thioureas and heterocyclic thiones from amines and CS2 over a ZnO/Al2O3 composite as heterogeneous and reusable catalyst [J].
Ballabeni, M ;
Ballini, R ;
Bigi, F ;
Maggi, R ;
Parrini, M ;
Predieri, G ;
Sartori, G .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03) :1029-1032
[3]   The Michael reaction of nitroalkanes with conjugated enones in aqueous media [J].
Ballini, R ;
Bosica, G .
TETRAHEDRON LETTERS, 1996, 37 (44) :8027-8030
[4]  
Ballini R, 1999, EUR J ORG CHEM, V1999, P87
[5]   C-C bond fission via sulphones: A new ring cleavage of cyclic beta-keto phenylsulphones [J].
Ballini, R ;
Bosica, G ;
Mecozzi, T .
TETRAHEDRON, 1997, 53 (21) :7341-7346
[6]   Nitroaldol reaction in aqueous media: An important improvement of the Henry reaction [J].
Ballini, R ;
Bosica, G .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (02) :425-427
[7]   Reaction of aromatic amines and ethyl acetoacetate promoted by zeolite HSZ-360. Phosgene-free synthesis of symmetric diphenylureas [J].
Bigi, F ;
Maggi, R ;
Sartori, G ;
Zambonin, E .
CHEMICAL COMMUNICATIONS, 1998, (04) :513-514
[8]   Montmorillonite KSF as an inorganic, water stable, and reusable catalyst for the knoevenagel synthesis of coumarin-3-carboxylic acids [J].
Bigi, F ;
Chesini, L ;
Maggi, R ;
Sartori, G .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03) :1033-1035
[9]   A revision of the Biginelli reaction under solid acid catalysis. Solvent-free synthesis of dihydropyrimidines over montmorillonite KSF [J].
Bigi, F ;
Carloni, S ;
Frullanti, B ;
Maggi, R ;
Sartori, G .
TETRAHEDRON LETTERS, 1999, 40 (17) :3465-3468
[10]   Reaction of aliphatic amines with acetoacetanilide in the presence of zeolite catalyst.: Solvent-free synthesis of symmetric N,N′-dialkylureas [J].
Bigi, F ;
Frullanti, B ;
Maggi, R ;
Sartori, G ;
Zambonin, E .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03) :1004-1006