Rhodium-catalyzed carbonylative arylation of alkynes with arylboronic acids:: an efficient and straightforward method in the synthesis of 5-aryl-2(5H)-furanones

被引：24

作者：

Aksin, Oezge

Dege, Nurcan

Artok, Levent ^{[1
]}

Tuerkmen, Hayati

Cetinkaya, Bekir

机构：

[1] Izmir Inst Technol, Fac Sci, Dept Chem, TR-35430 Izmir, Turkey

[2] Ege Univ, Fac Sci, Dept Chem, TR-35100 Izmir, Turkey

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 30期

关键词：

D O I：

10.1039/b604742d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

5-Aryl-2(5H)-furanones can be synthesized by the Rh-catalyzed reactions of arylboronic acids with internal alkynes under a CO atmosphere.

引用

页码：3187 / 3189

页数：3

共 31 条

[1] ACYLPALLADATION OF INTERNAL ALKYNES AND PALLADIUM-CATALYZED CARBONYLATION OF (Z)-BETA-IODOENONES AND RELATED DERIVATIVES PRODUCING GAMMA-LACTONES AND GAMMA-LACTAMS [J].

COPERET, C ;

SUGIHARA, T ;

WU, GZ ;

SHIMOYAMA, I ;

NEGISHI, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (12) :3422-3431

[2]

El Ali B, 2000, SYNLETT, P161

[3] Rhodium-catalyzed carbon-carbon bond forming reactions of organometallic compounds [J].

Fagnou, K ;

Lautens, M .

CHEMICAL REVIEWS, 2003, 103 (01) :169-196

[4] Synthesis and absolute configurations of the naturally occurring 3- and 4-methylmuconolactones: X-ray structures of (S)-1-phenylethylammonium salts and an 8-bromo-1-methylmuconodilactone [J].

Freer, AA ;

Kirby, GW ;

Rao, GV ;

Cain, RB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (17) :2111-2116

[5] Rhodium catalysed addition of boronic acids to anhydrides: a new method for the synthesis of ketones [J].

Frost, CG ;

Wadsworth, KJ .

CHEMICAL COMMUNICATIONS, 2001, (22) :2316-2317

[6]

HANDA S, 1996, TETRAHEDRON-ASYMMETR, V7, P7565

[7] Rhodium-catalyzed hydroarylation of alkynes with arylboronic acids: 1,4-shift of rhodium from 2-aryl-1-alkenylrhodium to 2-alkenylarylrhodium intermediate [J].

Hayashi, T ;

Inoue, K ;

Taniguchi, N ;

Ogasawara, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (40) :9918-9919

[8] Rhodium-catalyzed asymmetric 1,4-addition and its related asymmetric reactions [J].

Hayashi, T ;

Yamasaki, K .

CHEMICAL REVIEWS, 2003, 103 (08) :2829-2844

[9] STEREOSPECIFIC PALLADIUM(II)-CATALYZED CYCLOCARBONYLATION OF 3-ARYL-1-PROPYNES AND IODOARENES OR ACID-CHLORIDES TO FORM (E)-3-ARYLIDENEBUTENOLIDES [J].

HUANG, YJ ;

ALPER, H .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) :4534-4536

[10] RHODIUM-CATALYZED CARBONYLATION OF ACETYLENES UNDER WATER-GAS SHIFT REACTION CONDITIONS - SELECTIVE SYNTHESIS OF FURAN-2(5H)-ONES [J].

JOH, T ;

DOYAMA, K ;

ONITSUKA, K ;

SHIOHARA, T ;

TAKAHASHI, S .

ORGANOMETALLICS, 1991, 10 (07) :2493-2498

← 1 2 3 4 →