A NOVEL SYNTHESIS OF 1,3-DITHIOL-2-ONES FROM S-PROPARGYL DITHIOCARBONATES

被引：14

作者：

BOIVIN, J ^{[1
]}

HENRIET, E ^{[1
]}

TAILHAN, C ^{[1
]}

ZARD, SZ ^{[1
]}

机构：

[1] ECOLE POLYTECH,CNRS,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(00)73556-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Upon heating in chlorobenzene in the presence of a carboxylic acid, propargylic xanthates 1b-h give the corresponding 1,3-dithiol-2-ones 10 b-h and/or 11 b-h, the former being easily isomerised to the latter with hot trifluoroacetic acid.

引用

页码：2763 / 2766

页数：4

共 13 条

[1] AN UNUSUAL ACCESS TO 4,5-BIS(ALKYLIDENE)-1,3-DITHIOLAN-2-ONES - A NEW CLASS OF CISOID DIENES
BOIVIN, J
TAILHAN, C
ZARD, SZ
[J]. TETRAHEDRON LETTERS, 1992, 33 (51) : 7853 - 7856
[2] NOVEL RADICAL CHAIN-REACTIONS BASED ON O-ALKYL TIN DITHIOCARBONATES
BOIVIN, J
CAMARA, J
ZARD, SZ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (20) : 7909 - 7910
[3] NOVEL FORMAL 3 + 2 ANNULATION REACTION BASED ON S-PROPARGYL DITHIOCARBONATES (XANTHATES)
BOIVIN, J
TAILHAN, C
ZARD, SZ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (15) : 5874 - 5876
[4] A CONVENIENT SOURCE OF ALKYL AND ACYL RADICALS
DELDUC, P
TAILHAN, C
ZARD, SZ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (04) : 308 - 310
[5] A NOVEL RADICAL CHAIN-REACTION OF XANTHIC ANHYDRIDES - FURTHER OBSERVATIONS ON THE INTERMEDIACY OF ALKOXY-THIOCARBONYL RADICALS IN THE BARTON-MCCOMBIE REACTION
FORBES, JE
ZARD, SZ
[J]. TETRAHEDRON LETTERS, 1989, 30 (33) : 4367 - 4370
[6] NEW RADICAL CHAIN-REACTION OF S-ALKOXYCARBONYL DITHIOCARBONATES - A USEFUL SOURCE OF ALKYL RADICALS FROM ALCOHOLS
FORBES, JE
ZARD, SZ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (05) : 2034 - 2036
[7] FORBES JE, 1990, TETRAHEDRON LETT, V31, P2565
[8] GRIMALDI J, 1979, CR ACAD SCI C CHIM, V289, P373
[9] FACILE SYNTHESES OF 1,3-DITHIOL-2-ONES AND 1,3-DITHIOLE-2-THIONES
HALEY, NF
FICHTNER, MW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (15) : 2959 - 2962
[10] LUTCIJN JM, 1979, J CHEM SOC P1, P201

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