1448032-73-2Relevant articles and documents
Triorganoindium reagents in selective palladium-catalyzed cross-coupling with iodoimidazoles: Synthesis of neurodazine
Prez-Caaveiro, Cristina,Prez Sestelo, Jos,Martnez, M. Montserrat,Sarandeses, Luis A.
, p. 9586 - 9593 (2014)
Triorganoindium reagents (R3In, R = aryl, heteroaryl, alkynyl) react selectively under palladium catalysis with N-benzyl-2,4,5-triiodoimidazole to afford the C-2 monocoupling products. The reaction proceeds efficiently for a variety of aryl- and heteroarylindium reagents with the transfer of all three organic groups attached to the metal. The coupling products can be used in a subsequent two-fold cross-coupling to give trisubstituted imidazoles in good yields. This approach was employed to synthesize neurodazine and analogues in good yields. (Chemical Equation Presented).
Selective sequential cross-coupling reactions on imidazole towards neurodazine and analogues
Recnik, Lisa-Maria,Abd El Hameid, Mohammed,Haider, Maximilian,Schnuerch, Michael,Mihovilovic, Marko D.
, p. 1387 - 1405 (2013/07/05)
Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.