INTRAMOLECULAR CYCLIZATION OF ORTHO-IODOPHENYL 3-BUTENOATE TO 4-METHYLCOUMARIN - CATALYSIS BY PALLADIUM COMPLEXES

被引：35

作者：

CATELLANI, M

CHIUSOLI, GP

FAGNOLA, MC

SOLARI, G

机构：

[1] Dipartimento di Chimica Organica, Industriale dell'Università, I-43100 Parma, Viale delle Scienze

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 32期

关键词：

COUMARIN; PALLADIUM CATALYSIS; CYCLIZATION;

D O I：

10.1016/S0040-4039(00)78219-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new palladium-catalyzed synthesis of 4-alkylcoumarins is reported, based on intramolecular arylation of the 3-alkenoic chain of an ortho-iodophenyl ester.

引用

页码：5919 / 5922

页数：4

共 29 条

[1] PALLADIUM-CATALYZED POLYENE CYCLIZATIONS OF DIENYL ARYL IODIDES [J].

ABELMAN, MM ;

OVERMAN, LE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (07) :2328-2329

[2] INTIMATE MECHANISM OF OXIDATIVE ADDITION TO ZEROVALENT PALLADIUM COMPLEXES IN THE PRESENCE OF HALIDE-IONS AND ITS RELEVANCE TO THE MECHANISM OF PALLADIUM-CATALYZED NUCLEOPHILIC SUBSTITUTIONS [J].

AMATORE, C ;

JUTAND, A ;

SUAREZ, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (21) :9531-9541

[3] RATES AND MECHANISMS OF OXIDATIVE ADDITION TO ZEROVALENT PALLADIUM COMPLEXES GENERATED IN-SITU FROM MIXTURES OF PD0(DBA)2 AND TRIPHENYLPHOSPHINE [J].

AMATORE, C ;

JUTAND, A ;

KHALIL, F ;

MBARKI, MA ;

MOTTIER, L .

ORGANOMETALLICS, 1993, 12 (08) :3168-3178

[4]

AN ZW, 1990, GAZZ CHIM ITAL, V120, P383

[5] PALLADIUM-CATALYZED SYNTHESIS OF COUMARIN [J].

AN, ZW ;

CATELLANI, M ;

CHIUSOLI, GP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 371 (03) :C51-C52

[6] PALLADIUM-CATALYZED SYNTHESIS OF AURONE FROM SALICYLOYL CHLORIDE AND PHENYLACETYLENE [J].

AN, ZW ;

CATELLANI, M ;

CHIUSOLI, GP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 397 (03) :371-373

[7]

BAN Y, 1977, HETEROCYCLES, V7, P174

[8] SYNTHETIC AND MECHANISTIC ASPECTS OF INORGANIC INSERTION REACTIONS - INSERTION OF CARBON-MONOXIDE [J].

CALDERAZZO, F .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1977, 16 (05) :299-311

[9]

Collman J.P., 1968, ADVAN ORGANOMETAL CH, V7, P53

[10]

COLONGE J, 1958, B SOC CHIM FR, P325

← 1 2 3 →