ARYNE CHEMISTRY .17. REACTION OF TETRAHALOGENOBENZYNES WITH THIOANISOLE

被引：13

作者：

BREWER, JPN

HEANEY, H

WARD, TJ

机构：

[1] Department of Chemistry, University of Technology, Loughborough, Leicestershire

来源：

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 03期

关键词：

D O I：

10.1039/j39690000355

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tetrafluoro- and tetrachloro-benzyne react with thioanisole to yield 1,2,3,4-tetrahalogeno-5-phenylthiobenzenes (III) in 45 and 61% yield respectively. Labelling experiments show that intramolecular proton transfer occurs to give ylids (II) which break down to give the isolated products.

引用

页码：355 / &

共 10 条

[1]

BREWER JK, IN PRESS

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ECKHARD, IF ;

HEANEY, H ;

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JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (06) :664-+

[3]

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[4]

GILLIS RG, 1968, TETRAHEDRON LETT, P1413

[5]

GRAEBE C, 1905, LIEBIGS ANN CHEM, V340, P247

[6] ARYNE CHEMISTRY .12. SOME CYCLOADDITION REACTIONS OF TETRACHLOROBENZYNE [J].

HEANEY, H ;

JABLONSK.JM .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (15) :1895-&

[7]

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[8]

METZGER H, 1964, TETRAHEDRON LETT, P867

[9]

Taboury F, 1904, CR HEBD ACAD SCI, V138, P982

[10]

VANDERMERWE KJ, 1964, TETRAHEDRON LETT, P3923

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