FORMATION OF ALLYL-SUBSTITUTED ALLENE EPISULFIDE S-OXIDES AND THEIR THERMAL AND ACID-CATALYZED REARRANGEMENTS

被引:4
作者
CHOI, N [1 ]
TOKITOH, N [1 ]
ANDO, W [1 ]
机构
[1] UNIV TSUKUBA,DEPT CHEM,TSUKUBA,IBARAKI 305,JAPAN
关键词
D O I
10.1002/hc.520040514
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Oxidation of allyl-substituted allene episulfides with a peracid gave the corresponding allene episulfide S-oxides which were found to undergo ready isomerization to bicyclo[2.1.1]thiahexane S-oxide derivatives on thermolysis or under acid-catalyzed reaction conditions.
引用
收藏
页码:493 / 496
页数:4
相关论文
共 13 条
[1]   OXIDATION OF 1,2,3-BUTATRIENES - A FACILE FORMATION OF METHYLENECYCLOPROPANONES AND THEIR SUBSEQUENT PHOTODECARBONYLATION [J].
ANDO, W ;
HAYAKAWA, H ;
TOKITOH, N .
TETRAHEDRON LETTERS, 1986, 27 (52) :6357-6360
[2]   REACTION OF SINGLET OXYGEN WITH THIIRANE - IMPLICATION FOR A SPIRODIOXATHIIRANE INTERMEDIATE [J].
ANDO, W ;
SONOBE, H ;
AKASAKA, T .
TETRAHEDRON LETTERS, 1986, 27 (37) :4473-4476
[3]   SYNTHESES OF THIIRANORADIALENES [J].
ANDO, W ;
HANIU, Y ;
TAKATA, T .
TETRAHEDRON LETTERS, 1981, 22 (48) :4815-4816
[4]   ISOMERIZATION AND DESULFURIZATION OF ALLENE EPISULFIDES [J].
ANDO, W ;
ITAMI, A ;
FURUHATA, T ;
TOKITOH, N .
TETRAHEDRON LETTERS, 1987, 28 (16) :1787-1790
[5]  
DITTMER CD, 1965, J ORG CHEM, V30, P636
[6]  
GRIMALDI J, 1974, TETRAHEDRON LETT, P275
[7]  
GRIMALDI J, 1975, B SOC CHIM FR II-CH, P1731
[8]   SYNTHESIS AND CONFIGURATIONAL ASSIGNMENT OF EPISULPHOXIDES [J].
KONDO, K ;
NEGISHI, A .
TETRAHEDRON, 1971, 27 (19) :4821-&
[9]  
KONDO K, 1969, TETRAHEDRON LETT, P2461
[10]   REACTIONS OF THIOKETEN S-OXIDES WITH DIAZO-COMPOUNDS - A NOVEL SYNTHESIS OF HETEROCYCLIC SULFINES [J].
SCHAUMANN, E ;
BEHR, H ;
ADIWIDJAJA, G ;
TANGERMAN, A ;
LAMMERINK, BHM ;
ZWANENBURG, B .
TETRAHEDRON, 1981, 37 (01) :219-225