TY - JOUR
T1 - The reaction of malononitrile with chalcone
T2 - a controversial chemical process
AU - Victory, Pedro
AU - Borrell, José I.
AU - Vidal-Ferran, Anton
AU - Seoane, Carlos
AU - Soto, José L.
PY - 1991/9/23
Y1 - 1991/9/23
N2 - Given the significant discrepancies in the several reported results on the reaction of chalcone (1,3-diphenyl-2-propne-1-one) (1) with malononitrile (2), a careful reinvestigation was carried out. Depending upon the reaction conditions either the open-chain Michael adduct (4), an alkoxypyridine (5), an aminoisophthalonitrile (6) or a cyclohexanol (7) is obtained. However, no 4H-pyran could be isolated from this reaction.
AB - Given the significant discrepancies in the several reported results on the reaction of chalcone (1,3-diphenyl-2-propne-1-one) (1) with malononitrile (2), a careful reinvestigation was carried out. Depending upon the reaction conditions either the open-chain Michael adduct (4), an alkoxypyridine (5), an aminoisophthalonitrile (6) or a cyclohexanol (7) is obtained. However, no 4H-pyran could be isolated from this reaction.
KW - 2-aminoisophthalonitrile
KW - 3-cyanopyridine
KW - 4H-pyran
KW - Versatile Michael addition
KW - hexasubstituted cyclohexanol
UR - http://www.scopus.com/inward/record.url?scp=0025880703&partnerID=8YFLogxK
UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:A1991GJ03600043&DestLinkType=FullRecord&DestApp=WOS_CPL
U2 - 10.1016/S0040-4039(00)92390-6
DO - 10.1016/S0040-4039(00)92390-6
M3 - Article
AN - SCOPUS:0025880703
SN - 0040-4039
VL - 32
SP - 5375
EP - 5378
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 39
ER -