InCl3•4H2O-promoted green preparation of xanthenedione derivatives in ionic liquids

被引:130
作者
Fan, XS [1 ]
Hu, XY
Zhang, XY
Wang, JJ
机构
[1] Henan Normal Univ, Sch Chem & Environm Sci, Henan Key Lab Environm Pollut Control, Henan 453007, Peoples R China
[2] Chongqing Univ Med Sci, Chongqing 400016, Peoples R China
关键词
ionic liquid; xanthenedione derivatives; indium trichloride; green synthesis;
D O I
10.1139/V04-155
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A green procedure for the synthesis of xanthenedione derivatives ( 3) through InCl3 . 4H(2)O-promoted condensation of aldehydes ( 1) and 5,5- dimethyl-1,3-cyclohexanedione ( 2) in ionic liquids is described in this paper. This novel method has such advantages as operational simplicity and environmental benignancy together with enhanced atom utilization. Moreover, the reaction media and the catalyst can be recovered conveniently and reused effectively for at least six times.
引用
收藏
页码:16 / 20
页数:5
相关论文
共 24 条
[1]  
Bose DS, 2002, TETRAHEDRON LETT, V43, P9195
[2]   Xanthene derived potent nonpeptidic inhibitors of recombinant human calpain I [J].
Chaterjee, S ;
Iqbal, M ;
Kauer, JC ;
Mallamo, JP ;
Senadhi, S ;
Mallya, S ;
BozyczkoCoyne, D ;
Siman, R .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (13) :1619-1622
[3]  
CINGOLANI G M, 1969, Journal of Medicinal Chemistry, V12, P531
[4]   Ionic liquid (molten salt) phase organometallic catalysis [J].
Dupont, J ;
de Souza, RF ;
Suarez, PAZ .
CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691
[5]   Synthesis and application of new chiral bidentate phosphine, 2,7-di-tert-butyl-9,9-dimethyl-4,5-bis(methylphenylphosphino)xanthine [J].
Hamada, Y ;
Matsuura, F ;
Oku, M ;
Hatano, K ;
Shioiri, T .
TETRAHEDRON LETTERS, 1997, 38 (52) :8961-8964
[6]   A NEW ROUTE TO SUBSTITUTED 3-METHOXYCARBONYLDIHYDROPYRANS - ENANTIOSELECTIVE SYNTHESIS OF (-)-METHYL ELENOLATE [J].
HATAKEYAMA, S ;
OCHI, N ;
NUMATA, H ;
TAKANO, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (17) :1202-1204
[7]   BIDENTATE PHOSPHINES OF HETEROARENES - 9,0-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE [J].
HILLEBRAND, S ;
BRUCKMANN, J ;
KRUGER, C ;
HAENEL, MW .
TETRAHEDRON LETTERS, 1995, 36 (01) :75-78
[8]   The phase behaviour of 1-alkyl-3-methylimidazolium tetrafluoroborates; ionic liquids and ionic liquid crystals [J].
Holbrey, JD ;
Seddon, KR .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (13) :2133-2139
[9]   Clean synthesis of 1,8-dioxo-octahydroxanthene derivatives catalyzed by p-dodecylbenezenesulfonic acid in aqueous media [J].
Jin, TS ;
Zhang, JS ;
Xiao, JC ;
Wang, AQ ;
Li, TS .
SYNLETT, 2004, (05) :866-870
[10]  
KUTHAN J, 1995, ADV HETEROCYCL CHEM, V62, P19, DOI 10.1016/S0065-2725(08)60421-3