Synthesis of biarylketones and phthalides from organoboronic acids and aldehydes catalyzed by cobalt complexes

被引：62

作者：

Karthikeyan, Jaganathan ^{[1
]}

Parthasarathy, Kanniyappan ^{[1
]}

Cheng, Chien-Hong ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 37期

关键词：

CROSS-COUPLING REACTION; ARYLBORONIC ACIDS; 3-OXO-1,3-DIHYDRO-1-ISOBENZOFURANYL ALKANOATES; INTERMOLECULAR HYDROACYLATION; THALLATION-CARBONYLATION; ACTIVATED ALKENES; BIARYL KETONES; ARYL IODIDES; ALKYNES; ACCESS;

D O I：

10.1039/c1cc13771a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A cobalt-catalyzed addition of aryl- and alkenylboronic acids to aldehydes and phthalaldehyde to give the corresponding biarylketones and 3-aryl phthalides in good to excellent yields in one pot is described.

引用

页码：10461 / 10463

页数：3

共 62 条

[1]

Bensari A, 2003, SYNTHESIS-STUTTGART, P267

[2] Hydroacylation of activated ketones catalyzed by N-heterocyclic carbenes [J].

Chan, A ;

Scheidt, KA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (14) :4558-4559

[3] Cobalt-catalyzed reductive coupling of activated alkenes with alkynes [J].

Chang, Hong-Tai ;

Jayanth, Thiruvellore Thatai ;

Wang, Chun-Chih ;

Cheng, Chien-Hong .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (39) :12032-12041

[4] Highly efficient cyclization of o-iodobenzoates with aldehydes catalyzed by cobalt bidentate phosphine complexes:: A novel entry to chiral phthalides [J].

Chang, Hong-Tai ;

Jeganmohan, Masilamani ;

Cheng, Chien-Hong .

CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (15) :4356-4363

[5] Cobalt-catalyzed diastereoselective reductive [3+2] cycloaddition of allenes and enones [J].

Chang, Hong-Tai ;

Jayanth, Thiruvellore Thatai ;

Cheng, Chien-Hong .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (14) :4166-+

[6] Synthesis of 3-phenoxy-1,3-dihydro-1-isobenzofuranones by palladium-catalyzed carbonylative cyclization of 2-bromobenzaldehyde with phenols [J].

Cho, CS ;

Baek, DY ;

Shim, SC .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (04) :1101-1104

[7] Palladium-catalyzed synthesis of 3-oxo-1,3-dihydro-1-isobenzofuranyl alkanoates from 2-bromobenzaldehyde and sodium alkanoates [J].

Cho, CS ;

Baek, DY ;

Shim, SC .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (01) :289-291

[8] Facile palladium-catalyzed synthesis of 3-oxo-1,3-dihydro-1-isobenzofuranyl alkanoates from 2-bromobenzaldehyde and carboxylic acids [J].

Cho, CS ;

Baek, DY ;

Kim, HY ;

Shim, SC ;

Oh, DH .

SYNTHETIC COMMUNICATIONS, 2000, 30 (06) :1139-1145

[9] Sterically hindered benzophenones via rhodium-catalyzed oxidative arylation of aldehydes [J].

Chuzel, Olivier ;

Roesch, Alexander ;

Genet, Jean-Pierre ;

Darses, Sylvain .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (19) :7800-7802

[10] SYNTHESIS OF LACTONES BY THE PALLADIUM-CATALYZED CARBONYLATION OF HALO ALCOHOLS [J].

COWELL, A ;

STILLE, JK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (12) :4193-4198

← 1 2 3 4 5 6 7 →