1412956-76-3Relevant articles and documents
Integration of Pd and Cu on polymer: a powerful bimetallic heterogeneous catalyst for sequential synthesis of quinoxalines
Jiang, Wei,Sun, Wei,Zhou, Yuemin,Li, Yiqun
, (2019)
Pd2+/Cu2+ bimetallic catalysts immobilized on ethylenediamine-functionalized poly(vinyl chloride) (PdII/CuII@EDA-PVC) were developed by combining two metallic catalysts that complement rather than inhibit one another. The synthesized PdII/CuII@EDA-PVC were screened for their catalytic activity and found to be excellent in the one-pot sequential synthesis of quinoxalines from 1,2-diphenylacetylenes and o-phenylenediamines. Both Pd2+ and Cu2+ are indispensable and play crucial roles in this transformation. This one-pot sequential reaction proceeds well and tolerates various available substrates to form the desired product in excellent yield. A plausible mechanism was proposed for this conversion.
Synthesis and biological evaluation of novel 2,3-disubstituted quinoxaline derivatives as antileishmanial and antitrypanosomal agents
Cogo, Juliana,Kaplum, Vanessa,Sangi, Diego Pereira,Ueda-Nakamura, Tania,Correa, Arlene Goncalves,Nakamura, Celso Vataru
, p. 107 - 123 (2015/03/18)
Quinoxalines belong to the N-containing heterocyclic compounds that stand out as having promising biological activity due to their privileged scaffold. In this work, we report the synthesis, antileishmanial, and antitrypanosomal properties of 46 new 2,3-disubstituted quinoxaline and 40 previously reported derivatives. Among all of the compounds screened for in vitro activity against epimastigotes and trypomastigotes of Trypanosoma cruzi and promastigotes of Leishmania amazonensis as well as mammalian toxicity on LLCMK2 cells and J774 macrophages, analogues from series 5, 6, 7, 9, 12, and 13 displayed high activity at micromolar IC50 and EC50 concentrations. Sixteen quinoxaline derivatives were selected and evaluated on T. cruzi and/or L. amazonensis amastigotes. The most active compounds were 6a-b and 7d-e, on all evolutive forms of L. amazonensis and T. cruzi evaluated with IC50 values 0.1-0.8 1/4M on promastigotes and epimastigotes 1.4-8.6 on amastigotes. Compounds 5k, 12b and 13a were the most selective (SI Combining double low line 19.5-38.4) on amastigotes of T. cruzi. In general their activity was directly related to the methylsulfoxyl, methylsulfonyl, and amine groups as well as the presence of chorine or bromine in the molecules. The current results indicate that these quinoxaline derivatives are novel and promising agents for further development towards a treatment for Chagasg disease and leishmaniasis.
Logic design and synthesis of quinoxalines via the integration of iodination/oxidation/cyclization sequences from ketones and 1,2-diamines
Lian, Mi,Li, Qi,Zhu, Yanping,Yin, Guodong,Wu, Anxin
, p. 9598 - 9605 (2012/11/07)
A novel protocol for the synthesis of quinoxalines has been developed from simple ketones and 1,2-diamines. This process underwent a logic approach to bis-substituted quinoxalines via a consecutive iodination/Kornblum oxidation/cyclization in the presence of I2/CuO/DMSO and to mono-substituted quinoxalines via an iodination/cyclization/aromatization in the presence of I2/CuO/K3PO4·3H 2O.
