Baylis-Hillman chemistry: a novel synthesis of functionalized 1,4-pentadienes

被引：88

作者：

Basavaiah, D ^{[1
]}

Kumaragurubaran, N ^{[1
]}

Sharada, DS ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 01期

关键词：

Baylis-Hillman chemistry; acrylonitrile; DABCO; functionalized 1,4-pentadienes;

D O I：

10.1016/S0040-4039(00)01886-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthesis of functionalized 1,4-pentadienes via the reaction of acrylonitrile with allyl halides, derived from Baylis-Hillman adducts, in the presence of DABCO has been described, demonstrating for the first time the application of allyl halides as electrophiles in the Baylis-Hillman reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：85 / 87

页数：3

共 27 条

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[2] SYNTHESIS OF 1,4-DIENES THROUGH THE REGIOSELECTIVE COUPLING OF ((E)-1-ALKENYL)ETHYLZINC REAGENTS WITH ALLYLIC HALIDES - THE EFFECT OF CATALYST AND SOLVENT ON THE OUTCOME OF THIS REACTION
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[5] Basavaiah D, 1999, SYNLETT, P1630
[6] A facile one-pot conversion of acetates of the Baylis-Hillman adducts to [E]-α-methylcinnamic acids
Basavaiah, D
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[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (04) : 1197 - 1200
[7] The Friedel-Crafts reaction of the Baylis-Hillman adducts
Basavaiah, D
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[J]. TETRAHEDRON LETTERS, 1997, 38 (12) : 2141 - 2144
[8] A new protocol for the syntheses of (E)-3-benzylidenechroman-4-ones:: a simple synthesis of the methyl ether of bonducellin
Basavaiah, D
Bakthadoss, M
Pandiaraju, S
[J]. CHEMICAL COMMUNICATIONS, 1998, (16) : 1639 - 1640
[9] The Baylis-Hillman reaction:: An expedient synthesis of (Z)-keto allyl bromides and chlorides
Basavaiah, D
Hyma, RS
Padmaja, K
Krishnamacharyulu, M
[J]. TETRAHEDRON, 1999, 55 (22) : 6971 - 6976
[10] Basavaiah D, 1999, SYNLETT, P1249

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