Efficient One-to-One Coupling of Easily Available 1,3-Dienes with Carbon Dioxide

被引:115
作者
Takaya, Jun [1 ]
Sasano, Kota [1 ]
Iwasawa, Nobuharu [1 ]
机构
[1] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
关键词
PALLADIUM COMPLEXES; CATALYZED CARBOXYLATION; TRANSFER HYDROGENATION; QUATERNARY CENTERS; ALLYL STANNANES; METAL-COMPLEXES; CO2; BUTADIENE; 1,3-BUTADIENE; NICKEL;
D O I
10.1021/ol2002094
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient one-to-one coupling reaction of atmospheric pressure carbon dioxide with 1,3-dienes is realized for the first time through PSiP-pincer type palladium-catalyzed hydrocarboxylation. The reaction is applicable to various 1,3-dienes including easily available chemical feedstock such as 1,3-butadiene and Isoprene. This protocol affords a highly useful method for the synthesis of beta,gamma-unsaturated carboxylic acid derivatives from CO(2).
引用
收藏
页码:1698 / 1701
页数:4
相关论文
共 53 条
[1]   First catalytic allyltitanation reactions [J].
Bareille, L ;
Le Gendre, P ;
Moïse, C .
CHEMICAL COMMUNICATIONS, 2005, (06) :775-777
[2]  
Behr A, 2000, CHEM ENG TECHNOL, V23, P952, DOI 10.1002/1521-4125(200011)23:11<952::AID-CEAT952>3.0.CO
[3]  
2-0
[4]  
BEHR A, 1985, B SOC CHIM BELG, V94, P671
[5]   PALLADIUM-CATALYZED AND RHODIUM-CATALYZED SYNTHESIS OF ESTERS BY REACTION OF BUTADIENE, CARBON-DIOXIDE, AND OXIRANES [J].
BEHR, A ;
KANNE, U .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 309 (1-2) :215-223
[6]   PALLADIUM-CATALYZED REACTION OF BUTADIENE AND CARBON-DIOXIDE [J].
BEHR, A ;
JUSZAK, KD .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 255 (02) :263-268
[7]  
BEHR A, 1983, SYNTHESIS-STUTTGART, P574
[8]   POSSIBILITIES OF CONTROLLING TRANSITION METAL-CATALYZED REACTIONS OF 1,3-DIENES WITH CARBON-DIOXIDE [J].
BEHR, A ;
HE, R ;
JUSZAK, KD ;
KRUGER, C ;
TSAY, YH .
CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (03) :991-1015
[9]   Application of carbonate solvents in the telomerisation of butadiene with carbon dioxide [J].
Behr, Arno ;
Bahke, Philip ;
Klinger, Ben ;
Becker, Marc .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 267 (1-2) :149-156
[10]  
Behr A, 2006, DALTON T, P4607, DOI 10.1039/b608552k