Application of ionic complex of N2O4 with 18-Crown-6 as an oxidizing agent for the oxidation of organosulfur compounds

被引:11
作者
Firouzabadi, H [1 ]
Iranpoor, N [1 ]
Heydari, R [1 ]
机构
[1] Shiraz Univ, Coll Sci, Dept Chem, Shiraz 71454, Iran
关键词
nitrogen; tetroxide; 18-crown-6; oxidation; organosulphide;
D O I
10.1080/10426500210273
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Complexation of gaseous N2O4 with 18-Crown-6 affords an ionic complex of NO+.18-crown-6.H(NO3)(2)(-). This reagent is a nitrosating agent for conversion of thiols to thionitrites, Disulfides can be obtained from coupling of thiols via thionitrites. Moreover this reagent is an oxidizing agent for conversion of thioethers into their corresponding sulfoxides and dithianes into their carbonyl compounds in an oxidative deprotection reaction.
引用
收藏
页码:631 / 639
页数:9
相关论文
共 32 条
[21]   SYNTHESIS OF SULFOXIDES BY OXIDATION OF THIOETHERS [J].
MADESCLAIRE, M .
TETRAHEDRON, 1986, 42 (20) :5459-5495
[22]   A NEW METHOD FOR THE OXIDATION OF 4-PHENYLURAZOLE TO 4-PHENYLTRIAZOLINEDIONE [J].
MALLAKPOUR, SE .
JOURNAL OF CHEMICAL EDUCATION, 1992, 69 (03) :238-241
[23]   Recent advances in the synthesis of sulfoxides from sulfides [J].
Mata, EG .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1996, 117 :231-286
[24]  
MONOCADA S, 1991, PHARMACOL REV, V43, P109
[25]  
OAE S, 1977, J CHEM SOC CHEM COMM, P407
[26]   ORGANIC THIONITRITES AND RELATED SUBSTANCES - A REVIEW [J].
OAE, S ;
SHINHAMA, K .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1983, 15 (03) :165-198
[27]  
OAE S, 1977, CHEM LETT, V893
[28]  
OGURA F, 1982, B CHEM SOC JPN, V55, P641, DOI 10.1246/bcsj.55.641
[29]  
RICHARD S, 1988, J MOL STRUCT, V178, P135
[30]   MOLECULAR ADDITION COMPOUNDS OF DINITROGEN TETROXIDE WITH SEVERAL ALIPHATIC AND ALICYCLIC ETHERS [J].
RUBIN, B ;
SISLER, HH ;
SHECHTER, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (04) :877-882