Triazolopyridines.: Part 25:: Synthesis of new chiral ligands from [1,2,3]triazolo[ 1,5-a]pyridines

被引:16
作者
Abarca, Belen [1 ]
Ballesteros, Rafael [1 ]
Ballesteros-Garrido, Rafael [1 ,2 ]
Colobert, Francoise [2 ]
Leroux, Frederic R. [2 ]
机构
[1] Univ Valencia, Fac Farm, Dept Quim Organ, Valencia 46100, Spain
[2] Univ Strasbourg 1, CNRS, Lab Stereochim Assoc, F-67089 Strasbourg, France
关键词
N-heterocycles; triazolopyridines; chiral fluorescent ligands;
D O I
10.1016/j.tet.2007.07.101
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of new chiral triazolopyridine ligands possessing fluorescent properties is described. The triazolo ring opening was studied in order to obtain new chiral 2,6-disubstituted pyridines. A preliminary coordination assay with Zn(II) is also presented. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10479 / 10485
页数:7
相关论文
共 49 条
[1]   3-(2-Pyridyl)-[1,2,3]triazolo[1,5-a]pyridines.: An experimental and theoretical (DFT) study of the ring-chain isomerization [J].
Abarca, B ;
Alkorta, I ;
Ballesteros, R ;
Blanco, F ;
Chadlaoui, M ;
Elguero, J ;
Mojarrad, F .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (21) :3905-3910
[2]   Triazolopyridines. Part 24: New polynitrogenated potential helicating ligands [J].
Abarca, B ;
Ballesteros, R ;
Chadlaoui, M .
TETRAHEDRON, 2004, 60 (27) :5785-5792
[3]   Mechanistic studies of the ring opening reactions of [1,2,3]triazolo[1,5-a]pyridines [J].
Abarca, B ;
Ballesteros, R ;
Rodrigo, G ;
Jones, G ;
Veciana, J ;
Vidal-Gancedo, J .
TETRAHEDRON, 1998, 54 (33) :9785-9790
[4]   A facile route to new potential helicating ligands [J].
Abarca, B ;
Ballesteros, R ;
Elmasnaouy, M .
TETRAHEDRON, 1998, 54 (50) :15287-15292
[5]   Synthesis of novel fluorescent 3-aryl- and 3-methyl-7-aryl-[1,2,3]triazolo[1,5-a]pyridines by Suzuki cross-coupling reactions [J].
Abarca, Belen ;
Aucejo, Ricardo ;
Ballesteros, Rafael ;
Blanco, Fernando ;
Garcia-Espana, Enrique .
TETRAHEDRON LETTERS, 2006, 47 (46) :8101-8103
[6]   The chemistry of [1,2,3]triazolo[1,5-a ]pyridines [J].
Abarca-González, B .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2002, 17 (06) :359-367
[7]  
AHN NT, 1980, TOP CURR CHEM, V88, P145
[8]   OPTICALLY ACTIVE SULFOXIDES . SYNTHESIS + ROTATORY DISPERSION OF SOME DIARYL SULFOXIDES [J].
ANDERSEN, KK ;
FOLEY, JW ;
GAFFIELD, W ;
PAPANIKOLAU, NE ;
PERKINS, RI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (24) :5637-+
[9]   A CONVENIENT METHOD FOR THE PREPARATION OF 3-(2-PYRIDYL)TRIAZOLO[1,5-A]PYRIDINE-(L) - CRYSTAL-STRUCTURES OF L AND [CUL(2)(OH2)(2)][NO3](2) [J].
BATTAGLIA, LP ;
CARCELLI, M ;
FERRARO, F ;
MAVILLA, L ;
PELIZZI, C ;
PELIZZI, G .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1994, (18) :2651-2654
[10]   The galvanization of biology: A growing appreciation for the roles of zinc [J].
Berg, JM ;
Shi, YG .
SCIENCE, 1996, 271 (5252) :1081-1085