ADDITION-REACTIONS OF LITHIUM ESTER ENOLATES, ALPHA-LITHIONITRILES, AND SODIUM AMIDES TO DIMETHYL(VINYL)SULFONIUM SALTS

被引：14

作者：

TAKAKI, K ^{[1
]}

NEGORO, K ^{[1
]}

AGAWA, T ^{[1
]}

机构：

[1] OSAKA UNIV,FAC ENGN,DEPT PETR CHEM,SUITA,OSAKA 565,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 06期

关键词：

D O I：

10.1039/p19790001490

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of dimethyl(vinyl)sulphonium salts (1) with some lithium ester enolates and α-lithionitriles (2) give cyclopropanes (3). However, when the α-carbon atoms of the lithium salt are tertiary [compounds (4)] butene derivatives (5) are formed. With α-lithiopropio- and α- lithiobutyro-nitriles (8), moreover, pyrrolines (11) are obtained. Sodium N-methylacetamide adds to dimethylstyrylsulphonium perchlorate (1a) to yield N-methyl-N-(1-phenylvinyl)acetamide (16).

引用

页码：1490 / 1493

页数：4

共 10 条

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[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1977, 3 (01): : 55 - 59
[6] Schaefer F. C., 1970, CHEM CYANO GROUP
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[8] SCHMIDT G, 1969, TETRAHEDRON LETT, P2623
[9] SYNTHESIS OF ACYLCYCLOPROPANES AND OXIRANES FROM VINYLSULFONIUM SALTS AND LITHIUM ENOLATES
TAKAKI, K
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (20) : 3303 - 3304
[10] NEW SYNTHESIS OF 8A-HYDROXY-2-THIADECALINS AND SPIROCYCLOPROPANES FROM DIMETHYL(VINYL)SULPHONIUM SALTS AND CYCLIC KETONES
TAKAKI, K
TAKAHASHI, H
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AGAWA, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (19) : 675 - 676

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