1080022-77-0Relevant articles and documents
Copper-mediated imine-nitrile coupling leading to unsymmetric 1,3,5-triazapentadienato complexes containing the incorporated iminoisoindolin-1-one moiety
Kopylovich, Maximilian N.,Luzyanin, Konstantin V.,Haukka, Matti,Pombeiro, Armando J. L.,Kukushkin, Vadim Yu.
, p. 5220 - 5224 (2009/02/05)
The copper(ii)-mediated integration between various 3-iminoisoindolin-1- ones and neat organonitriles (which play a dual role of solvent and reactant), under heating for ca. 12 h, and without requiring any base, accomplishes the release of the solid (1,3,5-triazapentadienato)CuII complexes [Cu{HN=C(R)N=C(C6R1R2R3R 4CO)N}2] (1-11) bearing the incorporated iminoisoindolin-1-one fragment. These compounds were isolated in moderate to good yields (44-78%) and do not require further purification. The iminoisoindolinone-nitrile coupling is CuII-mediated and has a general character insofar as it can be efficiently applied for both unsubstituted (R1-R4 = H) and substituted iminoisoindolin-1-ones (R1, R3, R4 = H, R 2 = Me; R1, R4 = H, R2, R 3 = Cl; R1-R4 = F), and a wide range of nitriles (R = Me, Et, Prn, Pri, C6H 11, CH2Ph). Complexes 1-11 were characterized by elemental analyses (C, H, N), FAB+-MS, IR spectroscopy, and additionally compounds 1, 2 and 4 by single-crystal X-ray diffraction. The Royal Society of Chemistry 2008.