Toward benign syntheses of pyridines involving sequential solvent free aldol and Michael addition reactions

被引:153
作者
Cave, GWV [1 ]
Raston, CL [1 ]
机构
[1] Monash Univ, Sch Chem, Ctr Green Chem, Melbourne, Vic 3800, Australia
关键词
D O I
10.1039/b007431o
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Krohnke type pyridines are readily accessible via a sequential solventless aldol condensation and Michael addition involving solid NaOH, followed by treatment with ammonium acetate in acetic acid, as a one pot reaction, which enables both symmetrical and unsymmetrical 2,6-bisaryl substituted pyridines to be isolated in high yield, typically > 75%.
引用
收藏
页码:2199 / 2200
页数:2
相关论文
共 15 条
[1]  
Anastas P. T., 1998, GREEN CHEM THEORY PR
[2]  
CAVE GWV, UNPUB
[3]   4-TERT-BUTYLPHENYL SOLUBILIZED OLIGOPYRIDINES [J].
CONSTABLE, EC ;
HARVERSON, P ;
SMITH, DR ;
WHALL, LA .
TETRAHEDRON, 1994, 50 (26) :7799-7806
[4]   Separation of americium(III) from europium(III) with tridentate heterocyclic nitrogen ligands and crystallographic studies of complexes formed by 2,2′:6′,2-terpyridine with the lanthanides [J].
Drew, MGB ;
Iveson, PB ;
Hudson, MJ ;
Liljenzin, JO ;
Spjuth, L ;
Cordier, PV ;
Enarsson, Å ;
Hill, C ;
Madic, C .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (05) :821-830
[5]   SYNTHESIS USING PYRIDINIUM SALTS .5. SPECIFIC SYNTHESIS OF PYRIDINES AND OLIGOPYRIDINES [J].
KROHNKE, F .
SYNTHESIS-STUTTGART, 1976, (01) :1-24
[6]   Encapsulation of two aromatics by a carcerand-like capsule of nanometre-scale dimensions [J].
MacGillivray, LR ;
Diamente, PR ;
Reid, JL ;
Ripmeester, JA .
CHEMICAL COMMUNICATIONS, 2000, (05) :359-360
[7]   Anisometric cyclometalated palladium(II) and platinum(II) complexes. Structural and photophysical studies [J].
Neve, F ;
Crispini, A ;
Campagna, S .
INORGANIC CHEMISTRY, 1997, 36 (27) :6150-6156
[8]   Self-assembly of nanoscale cuboctahedra by coordination chemistry [J].
Olenyuk, B ;
Whiteford, JA ;
Fechtenkötter, A ;
Stang, PJ .
NATURE, 1999, 398 (6730) :796-799
[9]   Chemoselective, solvent-free aldol condensation reaction [J].
Raston, CL ;
Scott, JL .
GREEN CHEMISTRY, 2000, 2 (02) :49-52
[10]  
ROTHENBERG G, UNPUB J AM CHEM SOC