CONDENSED HETEROAROMATIC RING-SYSTEMS .18. PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ARYL BROMIDES WITH (Z)-1-ETHOXY-2-TRIBUTYLSTANNYLETHENE AND ITS UTILIZATION FOR CONSTRUCTION OF CONDENSED HETEROAROMATICS

被引：40

作者：

SAKAMOTO, T ^{[1
]}

KONDO, Y ^{[1
]}

YASUHARA, A ^{[1
]}

YAMANAKA, H ^{[1
]}

机构：

[1] TOHOKU UNIV,INST PHARMACEUT,AOBAYAMA,AOBA KU,SENDAI,MIYAGI 980,JAPAN

来源：

TETRAHEDRON | 1991年 / 47卷 / 10-11期

关键词：

D O I：

10.1016/S0040-4020(01)96100-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed cross-coupling reaction of bromobenzenes or bromoheteroarenes such as pyridine, thiophene, indole with (Z)-1-ethoxy-2-tributylstannylethene gives good yields of the corresponding (Z)-1-ethoxy-2-(aryl and heteroaryl)ethenes. This method is effective for introducing an ethoxyethenyl group into an aromatic and heteroaromatic ring and is proved to have versatile utility for the construction of benzo[b]furan, indole, isocoumarin rings from 2-bromophenol, 2-bromoaniline, and 2-bromobenzoate derivatives.

引用

页码：1877 / 1886

页数：10

共 17 条

[11] SATOH M, 1987, SYNTHESIS-STUTTGART, P373
[12] THE EFFECTS OF CERTAIN NITRO AND RELATED COMPOUNDS UPON THE RATE OF EXCHANGE OF DEUTERIUM GAS WITH ACETIC ACID OVER ADAMS PLATINUM CATALYST
SMITH, HA
MCDANIEL, EL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (03) : 533 - 535
[13] PALLADIUM-CATALYZED COUPLING OF ORGANOTIN REAGENTS AND ALKENES WITH 4-IODOPYRIMIDINES
SOLBERG, J
UNDHEIM, K
[J]. ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1987, 41 (10): : 712 - 716
[14] SONDERQUIST JA, 1983, TETRAHEDRON LETT, V24, P2361
[15] STOERMER R, 1883, LIEBIGS ANN CHEM, V219, P179
[16] Indole preparation
Tyson, FT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 : 2024 - 2025
[17] NUCLEOPHILIC ACETALDEHYDE EQUIVALENT - PREPARATION AND SYNTHETIC APPLICATIONS OF CIS-2-ETHOXYVINYLLITHIUM
WOLLENBERG, RH
ALBIZATI, KF
PERIES, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (22) : 7365 - 7367

← 1 2 →