Copper-promoted decarboxylative direct C3-acylation of N-substituted indoles with α-oxocarboxylic acids

被引：109

作者：

Yu, Lin ^{[1
]}

Li, Pinhua ^{[1
]}

Wang, Lei ^{[1
,2
]}

机构：

[1] Huaibei Normal Univ, Dept Chem, Huaibei 235000, Anhui, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 23期

基金：

美国国家科学基金会;

关键词：

CARBOXYLIC-ACIDS; AROMATIC CARBOXYLATES; CATALYZED ACYLATION; BIARYL SYNTHESIS; OLEFINATION; ARYLATION; 3-ACYLINDOLES; DIARYLALKYNES; PALLADATION; MECHANISM;

D O I：

10.1039/c3cc40389k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel and efficient Cu-promoted decarboxylative direct C3-acylation of N-substituted indoles with alpha-oxocarboxylic acids for the synthesis of 3-acylindoles was developed.

引用

页码：2368 / 2370

页数：3

共 58 条

[11] Palladium-catalyzed acylation of a 1,2-disubstituted 3-indolylzinc chloride [J].

Faul, MM ;

Winneroski, LL .

TETRAHEDRON LETTERS, 1997, 38 (27) :4749-4752

[12] Unexpected intermolecular Pd-catalyzed cross-coupling reaction employing heteroaromatic carboxylic acids as coupling partners [J].

Forgione, Pat ;

Brochu, Marie-Christine ;

St-Onge, Miguel ;

Thesen, Kris H. ;

Bailey, Murray D. ;

Bilodeau, Francois .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (35) :11350-11351

[13] New catalytic transformations of carboxylic acids [J].

Goossen, Lukas J. ;

Goossen, Kaethe ;

Rodriguez, Nuria ;

Blanchot, Mathieu ;

Linder, Christophe ;

Zimmermann, Bettina .

PURE AND APPLIED CHEMISTRY, 2008, 80 (08) :1725-1733

[14] Synthesis of ketones from α-oxocarboxylates and aryl bromides by Cu/Pd-catalyzed decarboxylative cross-coupling [J].

Goossen, Lukas J. ;

Rudolphi, Felix ;

Oppel, Christoph ;

Rodriguez, Nuria .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (16) :3043-3045

[15] Corboxylic acids as substrates in homogeneous catalysts [J].

Goossen, Lukas J. ;

Rodriguez, Nuria ;

Goossen, Kathe .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (17) :3100-3120

[16] Biaryl synthesis via Pd-catalyzed decarboxylative coupling of aromatic carboxylates with aryl halides [J].

Goossen, Lukas J. ;

Rodriguez, Nuria ;

Melzer, Bettina ;

Linder, Christophe ;

Deng, Guojun ;

Levy, Laura M. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (15) :4824-4833

[17] Synthesis of biaryls via catalytic decarboxylative coupling [J].

Goossen, Lukas J. ;

Deng, Guojun ;

Levy, Laura M. .

SCIENCE, 2006, 313 (5787) :662-664

[18] Decarboxylative Cross-Coupling of Aryl Tosylates with Aromatic Carboxylate Salts [J].

Goossen, Lukas. J. ;

Rodriguez, Nuria ;

Lange, Paul P. ;

Linder, Christophe .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (06) :1111-1114

[19] Biaryl and Aryl Ketone Synthesis via Pd-Catalyzed Decarboxylative Coupling of Carboxylate Salts with Aryl Triflates [J].

Goossen, Lukas J. ;

Linder, Christophe ;

Rodriguez, Nuria ;

Lange, Paul P. .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (37) :9336-9349

[20] Decarboxylative Biaryl Synthesis from Aromatic Carboxylates and Aryl Triflates [J].

Goossen, Lukas J. ;

Rodriguez, Nuria ;

Linder, Christophe .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (46) :15248-+

← 1 2 3 4 5 6 →