PALLADIUM CATALYZED INTRAMOLECULAR COUPLING OF ARYL AND BENZYLIC HALIDES AND RELATED TANDEM CYCLIZATIONS - A SIMPLE SYNTHESIS OF HIPPADINE

被引：62

作者：

GRIGG, R

TEASDALE, A

SRIDHARAN, V

机构：

[1] School of Chemistry, Leeds University, Leeds

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)79397-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Pd(0)/R3Sn)2 (R = Me or n-Bu) catalyst system effects intramolecular aryl-aryl, benzyl-aryl, benzyl-benzyl coupling of aryl and benzyl halides in good yield. Polycyclisations can be achieved by relaying the coupling via an alkene or alkyne ''linker''. The methodology is exemplified by a short synthesis of hippadine.

引用

页码：3859 / 3862

页数：4

共 22 条

[1] PALLADIUM-CATALYZED POLYENE CYCLIZATIONS OF DIENYL ARYL IODIDES
ABELMAN, MM
OVERMAN, LE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) : 2328 - 2329
[2] SYNTHESIS OF ORGANOTRIALKYLSTANNANES - THE REACTION BETWEEN ORGANIC HALIDES AND HEXAALKYLDISTANNANES IN THE PRESENCE OF PALLADIUM COMPLEXES
AZIZIAN, H
EABORN, C
PIDCOCK, A
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1981, 215 (01) : 49 - 58
[3] UNSYMMETRICAL HETEROBIARYL SYNTHESIS - A HIGHLY EFFICIENT PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF HETEROARYL TRIALKYLSTANNANES WITH ARYL HALIDES
BAILEY, TR
[J]. TETRAHEDRON LETTERS, 1986, 27 (37) : 4407 - 4410
[4] BUMAGIN NA, 1985, DOKL AKAD NAUK SSSR+, V280, P633
[5] PALLADIUM-CATALYZED POLYENE CYCLIZATIONS OF TRIENYL TRIFLATES
CARPENTER, NE
KUCERA, DJ
OVERMAN, LE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) : 5846 - 5848
[6] DONDONI A, 1987, SYNTHESIS-STUTTGART, P693
[7] ULLMANN SYNTHESIS OF BIARYLS
FANTA, PE
[J]. SYNTHESIS-STUTTGART, 1974, (01): : 9 - 21
[8] CHEMICAL-CONSTITUENTS OF AMARYLLIDACEAE .1. ALKALOIDS OF CRINUM-PRATENSE
GHOSAL, S
RAO, PH
JAISWAL, DK
KUMAR, Y
FRAHM, AW
[J]. PHYTOCHEMISTRY, 1981, 20 (08) : 2003 - 2007
[9] REGIOSPECIFIC FORMATION OF 1,3-DIENES BY THE PALLADIUM CATALYZED INTRA-MOLECULAR AND INTER-MOLECULAR COUPLING OF VINYL HALIDES
GRIGG, R
STEVENSON, P
WORAKUN, T
[J]. TETRAHEDRON, 1988, 44 (07) : 2049 - 2054
[10] PALLADIUM CATALYZED TANDEM CYCLIZATION-ANION CAPTURE PROCESSES INITIATED BY ALKYL-PALLADIUM AND PI-ALLYL-PALLADIUM SPECIES
GRIGG, R
SUKIRTHALINGAM, S
SRIDHARAN, V
[J]. TETRAHEDRON LETTERS, 1991, 32 (22) : 2545 - 2548

← 1 2 3 →