Department of Chemistry , Indian Institute of Technology Patna , Patna - 801103 , Bihar , India.
Department of Chemistry , National Institute of Technology Patna , Ashok Rajpath , Patna - 800005 , Bihar , India.
J Org Chem. 2018 Apr 6;83(7):3624-3632. doi: 10.1021/acs.joc.7b03272. Epub 2018 Mar 23.
Herein, we report two novel methods for the synthesis of pyrimidine fused quinolines using a one-pot C-C and C-N bond forming strategy from the reaction of 6-aminouracils with 2-bromobenzaldehydes or 2-bromobenzyl bromide derivatives in the presence of 10 mol % CuCl without using any ligand. The reaction of 2-bromobenzaldehyde or its derivatives with 6-aminouracils in the presence of KCO as base and a catalytic amount of CuCl in DMF medium under microwave heating conditions provides corresponding pyrimidine fused quinoline derivatives in good yields within 30 min. Alternatively, pyrimidine fused quinoline derivatives have been synthesized from the reaction of 2-bromobenzyl bromides with 6-aminouracil derivatives in the presence of molecular oxygen, CuCl (10 mol %), and KCO as base in DMF under reflux conditions. Structures of all the products were unambiguously confirmed by spectroscopic techniques and by recording single crystal XRD of 3a.
在此，我们报告了两种使用一锅 C-C 和 C-N 键形成策略从 6-氨基尿嘧啶与 2-溴苯甲醛或 2-溴苯甲溴衍生物在没有使用任何配体的情况下，在 10 mol % CuCl 的存在下合成嘧啶并喹啉的新方法。在 KCO 作为碱和催化量的 CuCl 的存在下，在 DMF 介质中在微波加热条件下，2-溴苯甲醛或其衍生物与 6-氨基尿嘧啶的反应在 30 分钟内以良好的收率提供了相应的嘧啶并喹啉衍生物。或者，嘧啶并喹啉衍生物可以通过在回流条件下，在分子氧、CuCl（10 mol %）和 KCO 作为碱的存在下，2-溴苯甲溴与 6-氨基尿嘧啶衍生物的反应来合成。所有产物的结构都通过光谱技术和单晶 XRD 的记录（3a）得到了明确的确认。
