CAN-mediated oxidative free radical reactions in an ionic liquid

被引:34
作者
Bar, G [1 ]
Bini, F [1 ]
Parsons, AF [1 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
radical reactions; ionic liquids;
D O I
10.1081/SCC-120015703
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cerium(IV) ammonium nitrate-mediated oxidative radical reactions are carried out in the presence of ionic liquids, including 1-butyl-3-methylimidazolium tetrafluoroborate, for the first time. The presence of the ionic liquid not only increases the rate and yield of reactions in dichloromethane but also extends the range of 1,3-dicarbonyl precursors, which can be utilized in these carbon-carbon bond-forming reactions.
引用
收藏
页码:213 / 222
页数:10
相关论文
共 27 条
[1]   Oxidative addition of 4-hydroxycoumarin to alkenes. An expeditious entry to 2,3-dihydro-4H-furo-[3,2-c][1]benzopyran-4-ones [J].
Appendino, G ;
Cravotto, G ;
Palmisano, G ;
Annunziata, R .
SYNTHETIC COMMUNICATIONS, 1996, 26 (18) :3359-3371
[2]   RELATIVE RATES FOR THE ADDITION-REACTIONS OF THE MALONYL RADICAL TO SUBSTITUTED STYRENES INDUCED BY CERIUM(IV) AMMONIUM-NITRATE AND TRIBUTYLTIN HYDRIDE - A COMPARISON [J].
BACIOCCHI, E ;
GIESE, B ;
FARSHCHI, H ;
RUZZICONI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (22) :5688-5691
[3]   CERIUM(IV) AMMONIUM-NITRATE PROMOTED OXIDATIVE CYCLIZATION OF DIMETHYL 4-PENTENYLMALONATE [J].
BACIOCCHI, E ;
PAOLOBELLI, AB ;
RUZZICONI, R .
TETRAHEDRON, 1992, 48 (22) :4617-4622
[4]   ELECTRONIC AND STERIC EFFECTS IN THE ADDITION OF ELECTROPHILIC 1,3-DICARBONYLALKYL RADICALS TO STYRENES [J].
BACIOCCHI, E ;
RUZZICONI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (15) :4772-4778
[5]   A radical approach to araliopsine and related quinoline alkaloids using manganese(III) acetate [J].
Bar, G ;
Parsons, AF ;
Thomas, CB .
TETRAHEDRON LETTERS, 2000, 41 (40) :7751-7755
[6]   Manganese(III) acetate mediated radical reactions in the presence of an ionic liquid [J].
Bar, G ;
Parsons, AF ;
Thomas, CB .
CHEMICAL COMMUNICATIONS, 2001, (15) :1350-1351
[7]   Manganese(III) acetate mediated radical reactions leading to araliopsine and related quinoline alkaloids [J].
Bar, G ;
Parsons, AF ;
Thomas, CB .
TETRAHEDRON, 2001, 57 (22) :4719-4728
[8]   Ceric ammonium nitrate promoted free radical cyclization reactions leading to beta-lactams [J].
DAnnibale, A ;
Pesce, A ;
Resta, S ;
Trogolo, C .
TETRAHEDRON LETTERS, 1997, 38 (10) :1829-1832
[9]   Ionic liquids. Green solvents for the future [J].
Earle, MJ ;
Seddon, KR .
PURE AND APPLIED CHEMISTRY, 2000, 72 (07) :1391-1398
[10]  
HO TL, 1995, ENCY REAGENTS ORGANI, V2, P1025