Baeyer-Villiger Oxidation of Cycloalkanones with In Situ Generated Hydrogen Peroxide from Alcohols and Molecular Oxygen Using NHPI as a Key Catalyst

被引:13
作者
Kamae, Kenichiro
Obora, Yasushi
Ishii, Yasutaka [1 ]
机构
[1] Kansai Univ, Dept Chem & Mat Engn, Fac Chem Mat & Bioengn, Osaka 5648680, Japan
关键词
KETONES; PLATINUM(II); COMPLEXES;
D O I
10.1246/bcsj.82.891
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One-pot Baeyer-Villiger oxidation of cycloalkanones was successfully achieved by allowing them to react with hydrogen peroxide generated in situ from benzhydrol and molecular oxygen assisted by N-hydroxyphthalimide (NHPI) and 2,2'-azobisisobutyronitrile (AIBN). This method provides an alternative synthetic route to lactones from cycloalkanones using sec-alcohols and molecular oxygen assisted by NHPI.
引用
收藏
页码:891 / 895
页数:5
相关论文
共 30 条
[1]  
Berkessel A, 2002, ANGEW CHEM INT EDIT, V41, P4481, DOI 10.1002/1521-3773(20021202)41:23<4481::AID-ANIE4481>3.0.CO
[2]  
2-7
[3]   Efficient catalytic methods for the Baeyer-Villiger oxidation and epoxidation with hydrogen peroxide [J].
Berkessel, A ;
Andreae, MRM .
TETRAHEDRON LETTERS, 2001, 42 (12) :2293-2295
[4]   Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer-Villiger oxidations [J].
Corma, A ;
Nemeth, LT ;
Renz, M ;
Valencia, S .
NATURE, 2001, 412 (6845) :423-425
[5]   A new strategy for catalytic Baeyer-Villiger oxidation of KA-oil with molecular oxygen using N-hydroxyphthalimide [J].
Fukuda, O ;
Sakaguchi, S ;
Ishii, Y .
TETRAHEDRON LETTERS, 2001, 42 (20) :3479-3481
[6]   Baeyer-Villiger oxidation in supercritical CO2 with potassium peroxomonosulfate supported on acidic silica gel [J].
Gonzalez-Nunez, Maria E. ;
Mello, Rossella ;
Olmos, Andrea ;
Asensio, Gregorio .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (17) :6432-6436
[7]   One-pot synthesis of lactams from cycloalkanes and tert-butyl nitrite by using N-hydroxyphthalimide as key catalyst [J].
Hashimoto, Masaharu ;
Sakaguchi, Satoshi ;
Ishii, Yasutaka .
CHEMISTRY-AN ASIAN JOURNAL, 2006, 1 (05) :712-716
[8]   Improved Fe/Mg-Al hydrotalcite catalyst for Baeyer-Villiger oxidation of ketones with molecular oxygen and benzaldehyde [J].
Kawabata, Tomonori ;
Fujisaki, Naoko ;
Shishido, Tetsuya ;
Nomura, Kiyoshi ;
Sano, Tsuneji ;
Takehira, Katsuomi .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 253 (1-2) :279-289
[9]   STRUCTURE OF PEROXIDES DERIVED FROM CYCLOHEXANONE AND HYDROGEN PEROXIDE [J].
KHARASCH, MS ;
SOSNOVSKY, G .
JOURNAL OF ORGANIC CHEMISTRY, 1958, 23 (09) :1322-1326
[10]  
Krow G.R., 1991, Comprehensive Organic Synthesis, P671