A new indirect application of aggregative activation: Synthesis of esters by cobalt-catalyzed carbonylation of aryl, heterocyclic, and vinyl halides under atmospheric pressure

被引：22

作者：

Marchal, J ^{[1
]}

Bodiguel, J ^{[1
]}

Fort, Y ^{[1
]}

Caubere, P ^{[1
]}

机构：

[1] UNIV NANCY 1,FAC SCI,INCM FU CNRS 0008,URA CNRS 457,LAB CHIM ORGAN 1,F-54506 VANDOEUVRE NANCY,FRANCE

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 26期

关键词：

D O I：

10.1021/jo00131a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sun lamp illuminated alkoxycarbonylation of aryl, heteroaryl, and vinyl halides was performed under atmospheric pressure of CO in the presence of a cobalt catalyst in situ generated from Co(OAc)(2). Illumination through a Pyrex flask was sufficient to catalyze the reaction. This process avoids the use of Co-2(CO)(8) and excess CH3I, which were required in the earlier procedure. A S-RN(1) mechanism is proposed.

引用

页码：8336 / 8340

页数：5

共 11 条

[1] New Indirect Application of Aggregative Activation: Synthesis of Esters by Cobalt-Catalyzed Carbonylation of Aryl, Heterocyclic, and Vinyl Halides under Atmospheric Pressure
Marchal, J.
Bodiguel, J.
Fort, Y.
Caubere, P.
Journal of Organic Chemistry,
[2] COBALT-CATALYZED LOW-PRESSURE DOUBLE CARBONYLATION OF ARYL AND SECONDARY BENZYL HALIDES
FRANCALANCI, F
BENCINI, E
GARDANO, A
VINCENTI, M
FOA, M
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 301 (02) : C27 - C30
[3] COBALT-CATALYZED NORMAL PRESSURE CARBONYLATION OF ARYL HALIDES - NOTABLE SOLVENT EFFECTS ON THE RATIO OF MONOCARBONYLATION TO DOUBLE-CARBONYLATION
MIURA, M
AKASE, F
NOMURA, M
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (12): : 2623 - 2625
[4] New cobalt-catalyzed cross-coupling reactions of heterocyclic chlorides with aryl and heteroaryl magnesium halides
Korn, TJ
Cahiez, G
Knochel, P
SYNLETT, 2003, (12) : 1892 - 1894
[5] CARBONYLATION OF ALLYL HALIDES CATALYZED BY POLY(N-VINYL-2-PYRROLIDONE) ANCHORED PALLADIUM CATALYST UNDER ATMOSPHERIC PRESSURE
Han Rong GAO
Yun XU
Shi Jian LIAO
Dao Rong YUDalian Institute of Chemical Physics
ChineseChemicalLetters, 1992, (05) : 351 - 354
[6] Direct Cobalt-Catalyzed Conjugate Addition of Functionalized Aryl Halides and Triflates: A New Strategy for the Conjugate Addition onto Methyl Vinyl Ketone
Amatore, Muriel
Gosmini, Corinne
SYNLETT, 2009, (07) : 1073 - 1076
[7] Palladium-catalyzed, atmospheric pressure carbonylation of allylic halides under the influence of sodium hydroxide or alkoxides. A facile synthesis of β,γ-unsaturated acids
Okano, Tamon
Okabe, Nobuyuki
Km, Jitsuo
Bulletin of the Chemical Society of Japan, 1992, 65 (10): : 2589 - 2593
[8] PALLADIUM-CATALYZED, ATMOSPHERIC-PRESSURE ETHOXYCARBONYLATION OF ALLYLIC HALIDES UNDER THE INFLUENCE OF SODIUM ETHOXIDE - A FACILE SYNTHESIS OF BETA,GAMMA-UNSATURATED ESTERS
KIJI, J
OKANO, T
KONISHI, H
NISHIUMI, W
CHEMISTRY LETTERS, 1989, (10) : 1873 - 1876
[9] PALLADIUM-CATALYZED, ATMOSPHERIC-PRESSURE CARBONYLATION OF ALLYLIC HALIDES UNDER THE INFLUENCE OF SODIUM-HYDROXIDE OR ALKOXIDES - A FACILE SYNTHESIS OF BETA,GAMMA-UNSATURATED ACIDS
OKANO, T
OKABE, N
KIJI, J
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (10) : 2589 - 2593
[10] ACTIVATION OF REDUCING AGENTS - SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS .10. NAH-RONA-CO(OAC)2-CO, A NEW REAGENT FOR THE CARBONYLATION OF ARYL HALIDES AT ATMOSPHERIC-PRESSURE
BRUNET, JJ
SIDOT, C
LOUBINOUX, B
CAUBERE, P
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (13): : 2199 - 2202

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