Potassium fluoride/basic alumina as far superior heterogeneous catalyst for the chemoselective conjugate addition of nitroalkanes to electron-poor alkenes having two electron-withdrawing groups in α- and β-positions

被引：20

作者：

Ballini, Roberto ^{[1
]}

Palmieri, Alessandro ^{[1
]}

机构：

[1] Univ Camerino, Green Chem Grp, Dipartimento Sci Chim, I-62032 Camerino, Italy

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 10-11期

关键词：

conjugate addition; heterogeneous catalysis; nitroalkanes; potassium fluoride/basic alumina; solventless reaction;

D O I：

10.1002/adsc.200606105

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The chemoselective, conjugate addition of nitroalkanes to electron-poor alkenes, with two electron-withdrawing groups in the alpha- and beta-positions, can be easily performed at room temperature under solventless conditions using potassium fluoride/basic alumina as heterogeneous catalyst.

引用

页码：1154 / 1156

页数：3

共 20 条

[1] Conjugate additions of nitroalkanes to electron-poor alkenes: Recent results
Ballini, R
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Palmieri, A
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[J]. CHEMICAL REVIEWS, 2005, 105 (03) : 933 - 971
[2] A one pot, solvent-free synthesis of acyclic α-nitro ketones through the nitroaldol reaction
Ballini, R
Bosica, G
Parrini, M
[J]. TETRAHEDRON LETTERS, 1998, 39 (43) : 7963 - 7964
[3] One-pot synthesis of 1,3-dinitroalkanes under heterogeneous catalysis
Ballini, R
Bosica, G
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Palmieri, A
[J]. SYNTHESIS-STUTTGART, 2004, (12): : 1938 - 1940
[4] Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction)
Ballini, R
Petrini, M
[J]. TETRAHEDRON, 2004, 60 (05) : 1017 - 1047
[5] Michael addition of α-nitro ketones to conjugated enones under solventless conditions using silica
Ballini, R
Fiorini, D
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[J]. GREEN CHEMISTRY, 2003, 5 (04) : 475 - 476
[6] Use of heterogeneous catalyst KG-60-NEt2 in Michael and Henry reactions involving nitroalkanes
Ballini, R
Bosica, G
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Palmieri, A
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Sartori, G
[J]. TETRAHEDRON LETTERS, 2003, 44 (11) : 2271 - 2273
[7] Conjugate addition of nitroalkanes to dimethyl maleate. Regioselective formation of both monoesters of 2-alkylsuccinic acids
Ballini, R
Bosica, G
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Pierantozzi, C
[J]. TETRAHEDRON, 2003, 59 (37) : 7283 - 7289
[8] Stereoselective preparation of (E)-ε-nitro-β,γ-unsaturated methyl esters:: Amberlyst A 27, using microwave, as superior catalyst for the 1,6-conjugate addition of nitroalkanes to methyl 1,3-butadiene-1-carboxylate
Ballini, R
Bosica, G
Fiorini, D
[J]. TETRAHEDRON LETTERS, 2001, 42 (48) : 8471 - 8473
[9] MICHAEL ADDITION OF NITROALKANES TO DIMETHYL MALEATE WITH DBU - A NEW DIRECT METHOD FOR THE SYNTHESIS OF POLYFUNCTIONALIZED ALPHA,BETA-UNSATURATED ESTERS
BALLINI, R
RINALDI, A
[J]. TETRAHEDRON LETTERS, 1994, 35 (49) : 9247 - 9250
[10] A two steps synthesis of γ-substituted and γ,γ-disubstituted α-(alkylmethylene)-γ-butyrolactones
Ballini, R
Marcantoni, E
Perella, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (08) : 2954 - 2957

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