OXIDATION OF SUBSTITUTED 2-THIOURACILS AND PYRIMIDINE-2-THIONE WITH OZONE AND 3,3-DIMETHYL-1,2-DIOXIRANE

被引:11
作者
CLAUDIA, C
MINCIONE, E
SALADINO, R
NICOLETTI, R
机构
[1] UNIV VITERBO LA TUSCIA,DIPARTIMENTO AGROCHIM AGROBIOL,I-01100 VITERBO,ITALY
[2] UNIV ROMA LA SAPIENZA,DIPARTIMENTO CHIM,I-00185 ROME,ITALY
关键词
D O I
10.1016/S0040-4020(01)81121-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ozone and 3,3-dimethyl-1,2-dioxirane react with substituted 2-thiouracils and pyrimidine-2-thione to afford several interesting desulfurized products. The effect of the solvent, protic as opposed to nonprotic, on the course of oxidation was striking.
引用
收藏
页码:3259 / 3272
页数:14
相关论文
共 46 条
[1]   DIMETHYLDIOXIRANE EPOXIDATION OF ALPHA,BETA-UNSATURATED KETONES, ACIDS AND ESTERS [J].
ADAM, W ;
HADJIARAPOGLOU, L ;
NESTLER, B .
TETRAHEDRON LETTERS, 1990, 31 (03) :331-334
[2]   SPECTRAL AND CHEMICAL-PROPERTIES OF DIMETHYLDIOXIRANE AS DETERMINED BY EXPERIMENT AND ABINITIO CALCULATIONS [J].
ADAM, W ;
CHAN, YY ;
CREMER, D ;
GAUSS, J ;
SCHEUTZOW, D ;
SCHINDLER, M .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (13) :2800-2803
[3]   DIMETHYLDIOXIRANE EPOXIDATION OF BETA-OXO ENOL ETHERS [J].
ADAM, W ;
HADJIARAPOGLOU, L .
CHEMISCHE BERICHTE, 1990, 123 (10) :2077-2079
[4]   DIOXIRANES - A NEW CLASS OF POWERFUL OXIDANTS [J].
ADAM, W ;
CURCI, R ;
EDWARDS, JO .
ACCOUNTS OF CHEMICAL RESEARCH, 1989, 22 (06) :205-211
[5]   EPOXIDATION OF SILYL ENOL ETHERS, PHTHALIDES, AND ENOL ESTERS BY DIMETHYLDIOXIRANE [J].
ADAM, W ;
HADJIARAPOGLOU, L ;
WANG, XH .
TETRAHEDRON LETTERS, 1989, 30 (47) :6497-6500
[6]  
ADAM W, 1990, TETRAHEDRON LETT, V31, P651
[7]   AN EXCEPTIONALLY MILD, PHASE-TRANSFER CATALYZED METHOD FOR THE CONVERSION OF THIOCARBONYL COMPOUNDS TO CARBONYLS [J].
ALPER, H ;
KWIATKOWSKA, C ;
PETRIGNANI, JF ;
SIBTAIN, F .
TETRAHEDRON LETTERS, 1986, 27 (45) :5449-5450
[8]   PREPARATION OF THE 8,9-EPOXIDE OF THE MYCOTOXIN AFLATOXIN-B1 - THE ULTIMATE CARCINOGENIC SPECIES [J].
BAERTSCHI, SW ;
RANEY, KD ;
STONE, MP ;
HARRIS, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (23) :7929-7931
[9]   THE REACTIONS OF OZONE WITH ORGANIC COMPOUNDS [J].
BAILEY, PS .
CHEMICAL REVIEWS, 1958, 58 (05) :925-1010
[10]   NUCLEIC-ACIDS COMPONENTS AND THEIR ANALOGS .199. SYNTHESIS OF URACILS SUBSTITUTED IN THE POSITION-5 OR POSITION-5,6 WITH ALKYL OR CYCLOALKYL GROUPS AND THEIR UV SPECTRA [J].
BASNAK, I ;
FARKAS, J .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1979, 44 (08) :2426-2437