62485-98-7Relevant articles and documents
Cyclization of N-Acetyl-N-(ortho-chlorophenyl)-4-aminobut-2-enenitrile with Zerovalent Nickel Complexes: Conformational Analysis of N-3-Cyanoprop-2-enyl Chain
Rodriguez, J. Gonzalo,Canoira, Laureano
, p. 1393 - 1397 (1994)
Cyclization of N-acetyl-N-(ortho-chlorophenyl)-4-aminobut-2-enenitrile with zerovalent nickel complexes, prepared from bis(acetylacetonate)nickel(II), with either pyridine or triphenylphosphine as ligands, and triethylaluminium as reducing agent has been carried out.The α-methylene protons show a diastereotopic effect which could be explained by a rigid bridged hydrogen bound through the oxygen atom of the acetanilide group to one of the α-methylene protons and partially hindered rotation around the N-phenyl bond, due to the ortho-substitution.Conformational analysis of the fragments of the N-3-cyanoprop-2-enyl chain has been carried out using the Sternhell treatment.
Synthesis of Indole Derivatives from N-Alkenyl-o-chloroanilines with Zero-valent Nickel Complex
Rodriguez, J. G.,Canoira, L.
, p. 883 - 888 (2007/10/02)
Reaction of N-alkenyl-o-chloroanilines in toluene with tetrakis(triphenylphosphine)nickel(0) was carried out mainly to give indole and indoline derivatives in good yields.A detailed analysis of the reaction products has been done and it allows us to confirm the postulated mechanism of the cyclization reaction.Torsional hindrance around C-C-Csp2 bond seems to prevent the cyclization reaction.
