PREPARATION OF QUINONE-IMIDE KETALS FROM AMIDES WITH HYPERVALENT ORGANO-IODINE COMPOUNDS

被引:35
作者
BARRET, R [1 ]
DAUDON, M [1 ]
机构
[1] FAC PHARM LYON,CHIM ORGAN LAB,F-69373 LYON 08,FRANCE
关键词
QUINONE-IMIDE KETALS; OXIDATION; HYPERVALENT ORGANO-IODINE COMPOUND; IODOSYLBENZENE; BIS-ACYLOXY IODOBENZENE;
D O I
10.1016/S0040-4039(00)71255-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iodosylbenzene in methanol in the presence of molecular sieves oxidises amides into quinone-imide mono ketals.
引用
收藏
页码:2133 / 2134
页数:2
相关论文
共 11 条
[1]   OXIDATION OF PHENOLS TO QUINONES BY BIS(TRIFLUOROACETOXY)IODOBENZENE [J].
BARRET, R ;
DAUDON, M .
TETRAHEDRON LETTERS, 1990, 31 (34) :4871-4872
[2]   AN EFFICIENT SYNTHESIS OF JUGLONE [J].
BARRET, R ;
DAUDON, M .
SYNTHETIC COMMUNICATIONS, 1990, 20 (18) :2907-2912
[3]   A GENERAL-APPROACH TO QUINONE IMINE KETALS - INTERESTING INTERMEDIATES FOR PREPARATION OF 5-OXYGENATED INDOLES AND QUINONE IMINES [J].
CHEN, CP ;
SHIH, C ;
SWENTON, JS .
TETRAHEDRON LETTERS, 1986, 27 (17) :1891-1894
[4]   SYNTHETICALLY AND BIOLOGICALLY INTERESTING N-ACYLQUINONE IMINE KETALS AND N-ACYLQUINOL IMINE ETHERS FROM ANODIC-OXIDATION OF ANILIDES [J].
CHEN, CP ;
CHOU, CT ;
SWENTON, JS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (03) :946-948
[5]   1,2-ADDITION OF SULFUR NUCLEOPHILES TO THE N-ACYLATED IMINE LINKAGE - A MODEL STUDY FOR THE INCORPORATION OF SULFUR NUCLEOPHILES DURING METABOLISM OF ACYLATED AROMATIC-AMINES [J].
CLARK, WM ;
SWENTON, JS .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (13) :3969-3971
[6]  
MORIARTY RM, 1985, SYNTHESIS-STUTTGART, P943
[7]   HYPERVALENT IODINE OXIDATION OF AMINES USING IODOSOBENZENE - SYNTHESIS OF NITRILES, KETONES AND LACTAMS [J].
MORIARTY, RM ;
VAID, RK ;
DUNCAN, MP ;
OCHIAI, M ;
INENAGA, M ;
NAGAO, Y .
TETRAHEDRON LETTERS, 1988, 29 (52) :6913-6916
[8]  
MORIARTY RM, 1990, SYNTHESIS-STUTTGART, P431
[9]   RU-CATALYZED OXIDATION OF ACETYLENES TO ALPHA-DIKETONES WITH IODOSYLBENZENE [J].
MULLER, P ;
GODOY, J .
HELVETICA CHIMICA ACTA, 1981, 64 (08) :2531-2533
[10]   HYPERVALENT IODINE OXIDATION OF ARYL METHYL KETONES - A CONVENIENT ROUTE TO METHYL ALPHA-METHOXYARYLACETATES [J].
SINGH, OV .
TETRAHEDRON LETTERS, 1990, 31 (21) :3055-3058