Nitroalkanes as key building blocks for the synthesis of heterocyclic derivatives

被引：55

作者：

Ballini, Roberto ^{[1
]}

Petrini, Marino ^{[1
]}

机构：

[1] Univ Camerino, Dipartimento Sci Chim, Via S Agostino 1, I-62032 Camerino, Italy

来源：

ARKIVOC | 2009年

关键词：

Conjugate addition; heterocycles; Nef reaction; nitro-aldol reaction; nitro-alkanes; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; ORGANIC-SYNTHESIS; MICHAEL ADDITION; HENRY REACTION; RING-CLEAVAGE; NITRO; NITROMETHANE; SPIROKETALS; FACILE;

D O I：

10.3998/ark.5550190.0010.912

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitroalkanes constitute a valuable source of stabilized carbanions for carbon-carbon bond formation through reaction with suitable electrophiles. Reduction of the nitro group or its conversion to a carbonyl group readily provides the necessary amino and oxygenated functions suitable for the preparation of various heterocyclic derivatives.

引用

页码：195 / 223

页数：29

共 63 条

[1] Nonanomerlc spiroketals in natural products: Structures, sources, and synthetic strategies
Aho, JE
Pihko, PM
Rissa, TK
[J]. CHEMICAL REVIEWS, 2005, 105 (12) : 4406 - 4440
[2] TERTIARY PHOSPHANE-TETRACHLOROMETHANE, A VERSATILE REAGENT FOR CHLORINATION, DEHYDRATION, AND P-N LINKAGE
APPEL, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1975, 14 (12): : 801 - 811
[3] Design and synthesis of bridged γ-lactams as analogues of β-lactam antibiotics
Aszodi, J
Rowlands, DA
Mauvais, P
Collette, P
Bonnefoy, A
Lampilas, M
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (10) : 2489 - 2492
[4] Conjugate additions of nitroalkanes to electron-poor alkenes: Recent results
Ballini, R
Bosica, G
Fiorini, D
Palmieri, A
Petrini, M
[J]. CHEMICAL REVIEWS, 2005, 105 (03) : 933 - 971
[5] Ballini R, 1997, SYNLETT, P1389
[6] Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction)
Ballini, R
Petrini, M
[J]. TETRAHEDRON, 2004, 60 (05) : 1017 - 1047
[7] BALLINI R, 1992, SYNTHESIS-STUTTGART, P355
[8] Ballini R, 2001, SYNTHESIS-STUTTGART, P1519
[9] Ballini R, 1999, SYNLETT, P1009
[10] HYDROXY-FUNCTIONALIZED CONJUGATED NITROOLEFINS AS IMMEDIATE PRECURSORS OF SPIROKETALS - A NEW SYNTHESIS OF 1,7-DIOXASPIRO[5.5]UNDECANE AND (E)-2-METHYL-1,7-DIOXASPIRO[5.6]DODECANE
BALLINI, R
PETRINI, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (23): : 3159 - 3160

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