Direct Cobalt-Catalyzed Conjugate Addition of Functionalized Aryl Halides and Triflates: A New Strategy for the Conjugate Addition onto Methyl Vinyl Ketone

被引：18

作者：

Amatore, Muriel ^{[1
]}

Gosmini, Corinne ^{[1
]}

机构：

[1] Ecole Polytech, Lab Heteroelements & Coordinat, CNRS, F-91128 Palaiseau, France

来源：

SYNLETT | 2009年 / 07期

关键词：

aryl halides; catalysis; cobalt; direct conjugate addition; methyl vinyl ketone; CROSS-COUPLING REACTIONS; BOND-FORMING REACTIONS; GRIGNARD-REAGENTS; SAMARIUM(II) IODIDE; OXIDATIVE ADDITION; ORGANIC HALIDES; ALKYL-HALIDES; PALLADIUM(0) COMPLEXES; ACTIVATED OLEFINS; PHENYL IODIDE;

D O I：

10.1055/s-0028-1088117

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient cobalt-catalyzed method for the direct con jugate addition of functionalized aryl halides or triflates onto methyl vinyl ketone is described. The experimentally simple procedure relies on the use of a catalytic system consisting of CoBr2(Bpy) and zinc and does not require the preformation of a stoichiometric organometallic species. The approach described herein displays considerable functional-group compatibility at good to excellent yields.

引用

页码：1073 / 1076

页数：4

共 34 条

[31] A NEW PROCESS FOR THE REGIOCONTROLLED SYNTHESIS OF SUBSTITUTED CATECHOLS AND OTHER 1,2-DIOXYGENATED AROMATICS - CONJUGATE ADDITION OF VINYL-COPPER, ARYL-COPPER, AND HETEROARYLCOPPER REAGENTS TO CYCLOBUTENEDIONES FOLLOWED BY THERMAL REARRANGEMENT
GURSKI, A
LIEBESKIND, LS
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (14) : 6101 - 6108
[32] FeCl3-promoted tandem 1,4-conjugate addition/6-endo-dig cyclization/oxidation of propargylamines and benzoylacetonitriles/malononitriles: direct access to functionalized 2-aryl-4H-chromenes
He, Xinwei
Wang, Hui
Cai, Xiaoting
Li, Qianqian
Tao, Jiajia
Shang, Yongjia
ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (39) : 7191 - 7202
[33] THE PALLADIUM-CATALYZED CONJUGATE ADDITION TYPE REACTION OF 2-BROMO-ARYLMERCURY COMPOUNDS AND 2-BROMO-ARYL IODIDES WITH ALPHA,BETA-ENONES - A NEW ENTRY TO 1-INDANOLS
CACCHI, S
PALMIERI, G
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 282 (01) : C3 - C6
[34] NEW ENTRY TO CHIRAL BASE CATALYST - ASYMMETRIC MICHAEL ADDITION OF ALPHA-SUBSTITUTED BETA-KETO-ESTERS TO METHYL VINYL KETONE CATALYZED BY PODAND-TYPE ALKALI-METAL 2'-SUBSTITUTED 1,1'-BINAPHTHALEN-2-OXIDES
TAMAI, Y
KAMIFUKU, A
KOSHIISHI, E
MIYANO, S
CHEMISTRY LETTERS, 1995, (10) : 957 - 958

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