ARYLATION OF POTASSIUM 2,4-PENTANEDIONATE VIA SRN1 ON DIAZOSULFIDES

被引：31

作者：

DELLERBA, C ^{[1
]}

NOVI, M ^{[1
]}

PETRILLO, G ^{[1
]}

TAVANI, C ^{[1
]}

BELLANDI, P ^{[1
]}

机构：

[1] CNR,CTR STUDIO DIARILOIDI & LORO APPLICAZ,IST CHIM ORGAN,CORSO EUROPA 26,I-16132 GENOA,ITALY

来源：

TETRAHEDRON | 1991年 / 47卷 / 02期

关键词：

D O I：

10.1016/S0040-4020(01)80929-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Potassium 2,4-pentanedionate reacts with diazosulfides (E)-1 and (Z)-2 in DMSO to give 3-aryl-2,4-pentanediones 3 via an S(RN)1 process. Advantages and drawbacks of such new access to 3 are reported together with relevant mechanistic implications.

引用

页码：333 / 342

页数：10

共 68 条

[1] ARYLATION OF DIETHYL MALONATE VIA NUCLEOPHILIC-SUBSTITUTION REACTIONS WITH CYCLOPENTADIENYLIRON COMPLEXES OF CHLOROARENES
ABDELAZIZ, AS
LEE, CC
PIORKO, A
SUTHERLAND, RG
[J]. SYNTHETIC COMMUNICATIONS, 1988, 18 (03) : 291 - 300
[2] TETRAHEDRON REPORT .235. NEWER METHODS OF ARYLATION
ABRAMOVITCH, RA
BARTON, DHR
FINET, JP
[J]. TETRAHEDRON, 1988, 44 (11) : 3039 - 3071
[3] HETEROCYCLIC SYNTHESES FROM ORTHO-HALOGENO-ACIDS .2. THIENOPYRIDINONES AND THIENOPYRANONES FROM 3-BROMOTHIOPHEN-2-CARBOXYLIC AND 4-BROMOTHIOPHEN-3-CARBOXYLIC ACIDS
AMES, DE
RIBEIRO, O
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (14): : 1390 - 1395
[4] AMES DE, 1975, J CHEM SPC P1, P705
[5] FAST KINETICS BY MEANS OF DIRECT AND INDIRECT ELECTROCHEMICAL TECHNIQUES
ANDRIEUX, CP
HAPIOT, P
SAVEANT, JM
[J]. CHEMICAL REVIEWS, 1990, 90 (05) : 723 - 738
[6] DIMETHYL ARYLMALONATES FROM CERIUM(IV) AMMONIUM-NITRATE PROMOTED REACTIONS OF DIMETHYL MALONATE WITH AROMATIC-COMPOUNDS IN METHANOL
BACIOCCHI, E
DELLAIRA, D
RUZZICONI, R
[J]. TETRAHEDRON LETTERS, 1986, 27 (24) : 2763 - 2766
[7] METAL-IONS AND COMPLEXES IN ORGANIC REACTIONS .20. COPPER-CATALYZED REACTIONS OF AROMATIC BROMO-CARBOXYLATES WITH CARBANIONS, GIVING OXO-ACIDS, ISOCOUMARINS, AND RELATED PRODUCTS
BACON, RGR
MURRAY, JCF
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (13): : 1267 - 1272
[8] COMPARATIVE ARYLATION REACTIONS WITH PENTAPHENYLBISMUTH AND WITH TRIPHENYLBISMUTH CARBONATE
BARTON, DHR
BLAZEJEWSKI, JC
CHARPIOT, B
LESTER, DJ
MOTHERWELL, WB
PAPOULA, MTB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (17) : 827 - 829
[9] OBSERVATIONS ON THE CLEAVAGE OF THE BISMUTH-CARBON BOND IN BIV COMPOUNDS - NEW ARYLATION REACTION
BARTON, DHR
LESTER, DJ
MOTHERWELL, WB
PAPOULA, MTB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (05) : 246 - 247
[10] Beringer F. M., 1963, J ORG CHEM, V28, P714

← 1 2 3 4 5 6 7 →