New reactions in water:: metal-free conversion of alcohols and ketones into α-iodoketones

被引:53
作者
Barluenga, J [1 ]
Marco-Arias, M [1 ]
González-Bobes, F [1 ]
Ballesteros, A [1 ]
González, JM [1 ]
机构
[1] Univ Oviedo, Inst Quim Organomet Enrique Moles, E-33006 Oviedo, Spain
关键词
D O I
10.1039/b411227j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Using water as the reaction medium, ketones can be transformed into alpha-iodoketones upon treatment with sodium iodide, hydrogen peroxide and an acid; interestingly, alpha-iodoketones can be also obtained from secondary alcohols through a metal-free tandem oxidation - iodination approach.
引用
收藏
页码:2616 / 2617
页数:2
相关论文
共 24 条
[1]   Bis(pyridine)iodonium tetrafluoroborate (IPy2BF4):: A versatile oxidizing reagent [J].
Barluenga, J ;
González-Bobes, F ;
Murguía, MC ;
Ananthoju, SR ;
González, JM .
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (17) :4206-4213
[2]   Reaction of alkenes with hydrogen peroxide and sodium iodide:: A nonenzymatic biogenic-like approach to iodohydrins [J].
Barluenga, J ;
Marco-Arias, M ;
González-Bobes, F ;
Ballesteros, A ;
González, JM .
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (07) :1677-1682
[3]  
BARLUENGA J, 1986, SYNTHESIS-STUTTGART, P678
[4]   Direct α-iodination of ketones using iodine/SeO2 [J].
Bekaert, A ;
Barberan, O ;
Gervais, M ;
Brion, JD .
TETRAHEDRON LETTERS, 2000, 41 (16) :2903-2905
[5]  
Breslow R, 1998, GREEN CHEMISTRY, P225
[6]   Solid acids for green chemistry [J].
Clark, JH .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :791-797
[7]  
Enders D, 1997, SYNLETT, P1271
[8]  
Genet JP, 1999, J ORGANOMET CHEM, V576, P305
[9]  
GRIECCO PA, 1998, ORGANIC SYNTHESIS WA
[10]   A new alpha-iodination of ketones using iodine-ammonium cerium(IV) nitrate in alcohol or acetic acid [J].
Horiuchi, CA ;
Kiji, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1997, 70 (02) :421-426