SiO2-TBD as new heterogeneous catalyst for the Nef conversion of secondary nitroalkanes under neat conditions

被引:15
作者
Ballini, Roberto
Fiorini, Dennis
Maggi, Raimondo
Oro, Chiara
Palmieri, Alessandro
Sartori, Giovanni
机构
[1] Univ Camerino, Dipartimento Sci Chim, Green Chem Grp, I-62032 Camerino, MC, Italy
[2] Univ Parma, Dipartimento Chim Organ & Ind, Clean Synthet Methodol Grp, I-43100 Parma, Italy
关键词
reaction; nitroalkanes; ketones; heterogeneous catalysis; solventless conditions; SiO2-TBD;
D O I
10.1055/s-2006-947358
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of secondary nitroalkanes with neat silica-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), at room temperature, allows the direct conversion of the secondary nitro groups to the corresponding keto carbonyls.
引用
收藏
页码:1849 / 1850
页数:2
相关论文
共 22 条
[1]   Conjugate additions of nitroalkanes to electron-poor alkenes: Recent results [J].
Ballini, R ;
Bosica, G ;
Fiorini, D ;
Palmieri, A ;
Petrini, M .
CHEMICAL REVIEWS, 2005, 105 (03) :933-971
[2]   A one pot, solvent-free synthesis of acyclic α-nitro ketones through the nitroaldol reaction [J].
Ballini, R ;
Bosica, G ;
Parrini, M .
TETRAHEDRON LETTERS, 1998, 39 (43) :7963-7964
[3]   One-pot synthesis of 1,3-dinitroalkanes under heterogeneous catalysis [J].
Ballini, R ;
Bosica, G ;
Fiorini, D ;
Palmieri, A .
SYNTHESIS-STUTTGART, 2004, (12) :1938-1940
[4]   Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction) [J].
Ballini, R ;
Petrini, M .
TETRAHEDRON, 2004, 60 (05) :1017-1047
[5]   Michael addition of α-nitro ketones to conjugated enones under solventless conditions using silica [J].
Ballini, R ;
Fiorini, D ;
Gil, MV ;
Palmieri, A .
GREEN CHEMISTRY, 2003, 5 (04) :475-476
[6]   Use of heterogeneous catalyst KG-60-NEt2 in Michael and Henry reactions involving nitroalkanes [J].
Ballini, R ;
Bosica, G ;
Livi, D ;
Palmieri, A ;
Maggi, R ;
Sartori, G .
TETRAHEDRON LETTERS, 2003, 44 (11) :2271-2273
[7]   Unprecedented, selective Nef reaction of secondary nitroalkanes promoted by DBU under basic homogeneous conditions [J].
Ballini, R ;
Bosica, G ;
Fiorini, D ;
Petrini, M .
TETRAHEDRON LETTERS, 2002, 43 (30) :5233-5235
[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 [J].
Ballini, R ;
Bosica, G ;
Fiorini, D .
TETRAHEDRON LETTERS, 2001, 42 (48) :8471-8473
[9]  
Ballini R, 1999, SYNLETT, P1009
[10]   Zeolite as base catalyst: Nitroaldolic condensation [J].
Ballini, R ;
Bigi, F ;
Gogni, E ;
Maggi, R ;
Sartori, G .
JOURNAL OF CATALYSIS, 2000, 191 (02) :348-353