Unexpected high regiocontrol in Heck reaction of fluorine-containing electron-deficient olefins-Highly regio- and stereoselective synthesis of β-fluoroalkyl-α-aryl-α,β-unsaturated ketones

被引：13

作者：

Konno, Tsutomu ^{[1
]}

Yamada, Shigeyuki ^{[1
]}

Tani, Akinori ^{[1
]}

Nishida, Masataka ^{[1
]}

Miyabe, Tomotsugu ^{[1
]}

Ishihara, Takashi ^{[1
]}

机构：

[1] Kyoto Inst Technol, Dept Chem & Mat Technol, Sakyo Ku, Kyoto 6068585, Japan

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2009年 / 130卷 / 10期

关键词：

Fluorine-containing alkenes; Heck reaction; Aryldiazonium salts; beta-Fluoroalkyl-alpha; beta-unsaturated ketones; Regioselective; Stereoselective; CONTAINING INTERNAL ACETYLENES; MICHAEL ADDITION-REACTIONS; 1,3-DIPOLAR CYCLOADDITION; ACID; ANALOGS; ALKYNES; CARBONS; ACCESS; ARYL;

D O I：

10.1016/j.jfluchem.2009.07.002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Treatment of (E)-4,4,4-trifluoro-1-aryl-2-buten-1-one with various aryldiazonium salts in the presence of palladium catalyst gave the corresponding alpha-arylated Heck adducts with high regio- and stereoselectivity in good to high yields. (C) 2009 Elsevier B.V. All rights reserved.

引用

页码：913 / 921

页数：9

共 2 条

[1] A remarkable regiocontrol in the palladium-catalyzed silylstannylation of fluoroalkylated alkynes - highly regio- and stereoselective synthesis of multi-substituted fluorine-containing alkenes
Konno, Tsutomu
Kinugawa, Ryoko
Ishihara, Takashi
Yamada, Shigeyuki
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (10) : 1611 - 1617
[2] Regio- and stereoselective reaction of 3-fluoropyridine, electron-deficient alkynes and bis(fluoroalkyl) phosphites: Catalyst- and solvent-free synthesis of polyfluoroalkylphosphonylated 3-fluoro-1,2-dihydropyridines
Arbuzova, Svetlana N.
Gusarova, Nina K.
Kazantseva, Tatyana I.
Verkhoturova, Svetlana I.
Albanov, Alexander I.
Trofimov, Boris A.
JOURNAL OF FLUORINE CHEMISTRY, 2018, 210 : 137 - 141

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