PALLADIUM-CATALYZED ANNULATION OF 1,4-DIENES USING ORTHO-FUNCTIONALLY-SUBSTITUTED ARYL HALIDES

被引：76

作者：

LAROCK, RC

BERRIOSPENA, NG

FRIED, CA

YUM, EK

TU, C

LEONG, W

机构：

[1] Department of Chemistry, Iowa State University, Ames

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 17期

关键词：

D O I：

10.1021/jo00069a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed annulation of 1,4-dienes by aryl halides bearing ortho-heteroatoms and carbanion-stabilizing groups affords monocyclic and bicyclic 6-membered ring heterocycles and carbocycles in high yields by a process involving arylpalladium formation and addition to the diene, palladium migration, and intramolecular pi-allylpalladium displacement.

引用

页码：4509 / 4510

页数：2

共 10 条

[1] PALLADIUM-CATALYZED CROSS-COUPLING OF ARYL HALIDES AND OLEFINIC EPOXIDES VIA PALLADIUM MIGRATION
LAROCK, RC
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) : 6244 - 6245
[2] REGIOSELECTIVE, PALLADIUM-CATALYZED HETEROANNULATION AND CARBOANNULATION OF 1,2-DIENES USING FUNCTIONALLY SUBSTITUTED ARYL HALIDES
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[3] PALLADIUM-CATALYZED HETEROANNULATION OF 1,3-DIENES BY FUNCTIONALLY SUBSTITUTED ARYL HALIDES
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) : 3447 - 3450
[4] SYNTHESIS OF INDOLES VIA PALLADIUM-CATALYZED HETEROANNULATION OF INTERNAL ALKYNES
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[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (17) : 6689 - 6690
[5] PALLADIUM-CATALYZED CARBOANNULATION OF 1,3-DIENES BY ARYL HALIDES
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[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (15) : 5882 - 5884
[6] LAROCK RC, 1990, SYNLETT, P529
[7] PALLADIUM-CATALYZED COUPLING OF ARYL IODIDES, NONCONJUGATED DIENES, AND CARBON NUCLEOPHILES BY PALLADIUM MIGRATION
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LU, YD
BAIN, AC
RUSSELL, CE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (15) : 4589 - 4590
[8] SOME ASPECTS OF PALLADIUM-CATALYZED REACTIONS OF ARYL AND VINYLIC HALIDES WITH CONJUGATED DIENES IN THE PRESENCE OF MILD NUCLEOPHILES
OCONNOR, JM
STALLMAN, BJ
CLARK, WG
SHU, AYL
SPADA, RE
STEVENSON, TM
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (06) : 807 - 809
[9] PFEFFER M, 1990, RECL TRAV CHIM PAY B, V109, P567
[10] SODERBERG BC, 1990, J ORG CHEM, V55, P1344

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