One-pot oxidation of azomethine compounds into arenecarboxylic acids

被引:25
作者
Giurg, M
Said, SB
Syper, L
Mlochowski, J [1 ]
机构
[1] Wroclaw Univ Technol, Inst Organ Chem Biochem & Biotechnol, PL-50370 Wroclaw, Poland
[2] Mansoura Univ, Fac Sci, Dept Chem, New Damietta, Egypt
关键词
D O I
10.1081/SCC-100105891
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aromatic azomethine compounds, such as aldazines 1, aldoximes 7 and tosylhydrazones 8 oxidized with 30% hydrogen peroxide in the presence of poly(bis-1,2-phenylene) diselenide (6) as catalyst produce arenecarboxylic acids 2 mostly in high to excellent yields. The presented one-pot procedure has a synthetic value.
引用
收藏
页码:3151 / 3159
页数:9
相关论文
共 42 条
[1]  
ADAMS JP, 1997, CONTEMP ORG SYNTH, V4, P187
[2]  
Bernatowicz P, 1997, POL J CHEM, V71, P441
[3]   Pyridine-4-selenenyl bromides as new reagents for selenenylation of olefins [J].
Boduszek, B ;
Gancarz, R .
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1996, 338 (02) :186-189
[4]   Selenium(IV) oxide catalyzed oxidation of aldehydes to carboxylic acids with hydrogen peroxide [J].
Brzaszcz, M ;
Kloc, K ;
Maposah, M ;
Mlochowski, J .
SYNTHETIC COMMUNICATIONS, 2000, 30 (24) :4425-4434
[5]   CATALYTIC-OXIDATION OF ALDEHYDES TO CARBOXYLIC-ACIDS WITH HYDROGEN-PEROXIDE AS OXIDANT [J].
CHOI, JK ;
CHANG, YK ;
HONG, SY .
TETRAHEDRON LETTERS, 1988, 29 (16) :1967-1970
[6]  
CURTIUS TH, 1930, J PRAKT CHEM, V233, P303
[7]   A study of essentially free carbocations derived via diazonium and oxo diazonium ions in the liquid phase [J].
Darbeau, RW ;
White, EH ;
Song, FH ;
Darbeau, NR ;
Chou, J .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (16) :5966-5978
[8]  
DURUNATH S, 1999, SYNLETT, P559
[9]  
EINSENBRAUN EJ, 1989, CHEM IND-LONDON, P459
[10]   Formaldehyde SAMP-hydrazone - A neutral chiral formyl anion and cyanide equivalent [J].
Enders, D ;
Bolkenius, M ;
Vazquez, J ;
Lassaletta, JM ;
Fernandez, R .
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1998, 340 (03) :281-285