TY - JOUR
T1 - A regiospecific synthesis of both positional isomers of 4,6-disubstituted 2-dicyanomethylene-1, 2-dihydropyridin- 3-carbonitriles
AU - Carrión, Francisco
AU - Pettersson, Sofia H.
AU - Rifá, Jordi
AU - Farran, Joan
AU - Batllori, Xavier
AU - Borrell, José I.
AU - Teixidó, Jordi
PY - 2010/11
Y1 - 2010/11
N2 - A protocol allowing the regiospecific synthesis of both positional isomers of 4,6-disubstituted 2-dicyanomethylene-1,2-dihydropyridin-3-carbonitriles, precursors of 1,6-naphthyridines, is presented. Thus, treatment of enaminoketones with the propanedinitrile dimer yields one regioisomer while the treatment of the corresponding (3-chloro-allylidene)-dimethylammonium perchlorates (easily obtained from enaminoketones and POCl3), in which the nature of the reactive centers is inverted with respect to the enaminoketone, yields the other regioisomer.
AB - A protocol allowing the regiospecific synthesis of both positional isomers of 4,6-disubstituted 2-dicyanomethylene-1,2-dihydropyridin-3-carbonitriles, precursors of 1,6-naphthyridines, is presented. Thus, treatment of enaminoketones with the propanedinitrile dimer yields one regioisomer while the treatment of the corresponding (3-chloro-allylidene)-dimethylammonium perchlorates (easily obtained from enaminoketones and POCl3), in which the nature of the reactive centers is inverted with respect to the enaminoketone, yields the other regioisomer.
KW - 2-dicyanomethylene-1,2-dihydropyridin-3-carbonitriles
KW - Enaminoketones
KW - Positional isomers
KW - Regiospecific synthesis
UR - http://www.scopus.com/inward/record.url?scp=78650170030&partnerID=8YFLogxK
UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:000284598600014&DestLinkType=FullRecord&DestApp=WOS_CPL
U2 - 10.1007/s11030-009-9222-0
DO - 10.1007/s11030-009-9222-0
M3 - Article
C2 - 20072813
AN - SCOPUS:78650170030
SN - 1381-1991
VL - 14
SP - 755
EP - 762
JO - Molecular Diversity
JF - Molecular Diversity
IS - 4
ER -