THE REACTION OF 3-METHYLTHIAZOLIUM DERIVATIVES WITH SUPEROXIDE

被引：16

作者：

ITOH, T ^{[1
]}

NAGATA, K ^{[1
]}

OKADA, M ^{[1
]}

OHSAWA, A ^{[1
]}

机构：

[1] SHOWA UNIV,SCH PHARMACEUT SCI,1-5-8 HATANODAI,SHINAGAWA KU,TOKYO 142,JAPAN

来源：

TETRAHEDRON | 1993年 / 49卷 / 22期

关键词：

D O I：

10.1016/S0040-4020(01)80403-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Methylbenzothiazolium salts were allowed to react with superoxide to afford dimeric bis[o-(N-formyl-N-methylamino)phenyl]disulfides and 3-methyl-2-benzothiazolones. The reaction was applied to monocyclic thiazolium salts, and novel ten-membered ring compounds were formed whose structures were elucidated by X-ray crystallographic analysis. These results prompted us to alternative synthesis of the ring compound, and bithiazolium salts were revealed to afford them by the reaction with superoxide.

引用

页码：4859 / 4870

页数：12

共 33 条

[1] PHOTOOXYGENATION (SINGLET OXYGEN) OF TETRATHIOETHYLENES
ADAM, W
LIU, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (04) : 1206 - &
[2] Afanas'ev I. B., 1989, SUPEROXIDE ION CHEM, VI
[3] Afanas'ev I. B., 1991, SUPEROXIDE ION CHEM, VII
[4] AKIBA K, 1973, HETEROCYCLES, V1, P35
[5] COMPETING [1,3]-SIGMATROPIC AND [3,3]-SIGMATROPIC REARRANGEMENTS OF ELECTRON-RICH OLEFINS
BALDWIN, JE
WALKER, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (02) : 596 - 597
[6] BANNISTER JV, 1984, BIOL CHEM ACTIVE OXY
[7] ACIDITIES OF C2 HYDROGEN-ATOMS IN THIAZOLIUM CATIONS AND REACTIVITIES OF THEIR CONJUGATE BASES
BORDWELL, FG
SATISH, AV
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) : 985 - 990
[8] REACTIVITY OF THE THIAZOLIUM C2 YLIDE IN APROTIC-SOLVENTS - NOVEL EXPERIMENTAL-EVIDENCE FOR ADDITION RATHER THAN INSERTION REACTIVITY
CHEN, YT
JORDAN, F
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (17) : 5029 - 5038
[9] ADDITION OF 2-SILYLAZOLES TO HETEROARYL CATIONS - SYNTHESIS OF UNSYMMETRICAL AZADIARYLS
DONDONI, A
DALLOCCO, T
GALLIANI, G
MASTELLARI, A
MEDICI, A
[J]. TETRAHEDRON LETTERS, 1984, 25 (33) : 3637 - 3640
[10] REACTION OF N-ALKYLTHIAZOLIUM HALIDES, INCLUDING THIAMINE, WITH SUPEROXIDE ION - CHEMISTRY AND BIOLOGICAL IMPLICATIONS
DONDONI, A
GALLIANI, G
MASTELLARI, A
MEDICI, A
[J]. TETRAHEDRON LETTERS, 1985, 26 (24) : 2917 - 2920

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