Highly regio- and chemoselective palladium-catalyzed three-component assembly of arylethylidene malononitriles, allylic chlorides, and allenylstannanes: A novel route to 1,7-enyne derivatives

被引：24

作者：

Jeganmohan, M ^{[1
]}

Shanmugasundaram, M ^{[1
]}

Cheng, CH ^{[1
]}

机构：

[1] Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 06期

关键词：

D O I：

10.1021/ol034039v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the synthesis of 1,7-enyne derivatives via a palladium-catalyzed three-component assembly of arylethylidene malononitriles, allylic chlorides, and allenylstannanes is described.

引用

页码：881 / 884

页数：4

共 25 条

[1] PALLADIUM-CATALYZED COUPLING OF STANNYL ALLENES WITH ARYL IODIDES
AIDHEN, IS
BRASLAU, R
[J]. SYNTHETIC COMMUNICATIONS, 1994, 24 (06) : 789 - 797
[2] The behavior of 1,n-enynes in the presence of transition metals
Aubert, C
Buisine, O
Malacria, M
[J]. CHEMICAL REVIEWS, 2002, 102 (03) : 813 - 834
[3] THE STILLE COUPLING REACTION OF ARYL TRIFLATES WITH N-TRIBUTYLALLENYL STANNANE - A GENERAL-ROUTE TO ARYLALLENES
BADONE, D
CARDAMONE, R
GUZZI, U
[J]. TETRAHEDRON LETTERS, 1994, 35 (30) : 5477 - 5480
[4] Highly regioselective and stereoselective allylation of aldehydes via palladium-catalyzed in situ hydrostannylation of allenes
Chang, HM
Cheng, CH
[J]. ORGANIC LETTERS, 2000, 2 (22) : 3439 - 3442
[5] Palladium-catalyzed synthesis of 1,3-dienes from allenes and organic halides
Chang, HM
Cheng, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (06) : 1767 - 1773
[6] A NEW CATALYTIC REACTION INVOLVING OXIDATIVE ADDITION OF IODOTRIMETHYLSILANE (ME3SII) TO PD(0) - SYNTHESIS OF STEREODEFINED ENYNES BY THE COUPLING OF ME3SII, ACETYLENES, AND ACETYLENIC TIN REAGENTS
CHATANI, N
AMISHIRO, N
MURAI, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) : 7778 - 7780
[7] 3-Component palladium-indium mediated diastereoselective cascade allylation of imines with allenes and aryl iodides
Cooper, IR
Grigg, R
MacLachlan, WS
Thornton-Pett, M
Sridharan, V
[J]. CHEMICAL COMMUNICATIONS, 2002, (13) : 1372 - 1373
[8] Palladium-catalyzed three-component assembling of allenes, organic halides, and arylboronic acids
Huang, TH
Chang, HM
Wu, MY
Cheng, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (01) : 99 - 105
[9] Nickel-catalyzed asymmetric multiple-component tandem coupling. Effects of simple monodentate oxazolines as chiral ligands
Ikeda, S
Cui, DM
Sato, Y
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (19) : 4712 - 4713
[10] Highly regio- and stereoselective silylstannation of allenes catalyzed by phosphine-free palladium complexes
Jeganmohan, M
Shanmugasundaram, M
Chang, KJ
Cheng, CH
[J]. CHEMICAL COMMUNICATIONS, 2002, (21) : 2552 - 2553

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