TY - JOUR
T1 - Cyclization of tautomeric 1,5-dinitrile systems with hydrogen halides
T2 - A definitive mechanistic rationalization?
AU - Teixidó, Jordi
AU - Borrell, José I.
AU - Serra, Blanca
AU - Matallana, Josep Lluis
AU - Colominas, Carles
AU - Carrión, Francisco
AU - Pascual, Rosalia
AU - Falcó, Josep Lluis
AU - Batllori, Xavier
PY - 1999/4/1
Y1 - 1999/4/1
N2 - A new mechanistic rationalization for the cyclization with hydrogen halides of tautomeric 1,5-dinitriles of general structures (10) (Z = N), (14) (Z = C-CN), (16) (Z = N), and (18) (Z = C-CN) is proposed (Scheme 5). In such rationalization, three factors play a major role on the direction of cyclization: Position of the equilibrium of the tautomeric 1,5-dinitrile system, relative basicity of the cyano groups involved, and planarity of the reaction zone.
AB - A new mechanistic rationalization for the cyclization with hydrogen halides of tautomeric 1,5-dinitriles of general structures (10) (Z = N), (14) (Z = C-CN), (16) (Z = N), and (18) (Z = C-CN) is proposed (Scheme 5). In such rationalization, three factors play a major role on the direction of cyclization: Position of the equilibrium of the tautomeric 1,5-dinitrile system, relative basicity of the cyano groups involved, and planarity of the reaction zone.
UR - http://www.scopus.com/inward/record.url?scp=0033117734&partnerID=8YFLogxK
UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:000079730300015&DestLinkType=FullRecord&DestApp=WOS_CPL
U2 - 10.3987/com-98-s(h)70
DO - 10.3987/com-98-s(h)70
M3 - Article
AN - SCOPUS:0033117734
SN - 0385-5414
VL - 50
SP - 739
EP - 756
JO - Heterocycles
JF - Heterocycles
IS - 2
ER -