Expeditious Synthesis of 2-Phenylquinazolin-4-amines via a Fe/Cu Relay-Catalyzed Domino Strategy.

Expeditious Synthesis of 2-Phenylquinazolin-4-amines via a Fe/Cu Relay-Catalyzed Domino Strategy.
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DOI:
10.1021/acs.orglett.5b02020
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发表时间:
2015-08
期刊:
影响因子:
5.2
通讯作者:
Fengcheng Jia;Zhi-Wen Zhou;Cheng Xu;Qun Cai;Dengke Li;A. Wu
Fengcheng Jia;Zhi-Wen Zhou;Cheng Xu;Qun Cai;Dengke Li;A. Wu
中科院分区:
化学1区
文献类型:
--
作者:
Fengcheng Jia;Zhi-Wen Zhou;Cheng Xu;Qun Cai;Dengke Li;A. Wu

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以邻位卤代苯甲腈、醛和叠氮化钠为原料,发展了一种高效的Fe/Cu接力催化多米诺骨牌反应路线,合成了2-苯基喹唑啉-4-胺。这个优雅的多米诺骨牌过程包括连续的铁介导的[3 + 2]环加成,铜催化的SNAr,还原,环化,氧化和铜催化的脱氮序列。形成的结构是药物和生物活性分子的特权核心。
A highly efficient Fe/Cu relay-catalyzed domino protocol has been developed for the synthesis of 2-phenylquinazolin-4-amines from commercially available ortho-halogenated benzonitriles, aldehydes, and sodium azide. This elegant domino process involved consecutive iron-mediated [3 + 2] cycloaddition, copper-catalyzed SNAr, reduction, cyclization, oxidation, and copper-catalyzed denitrogenation sequences. The formed structure is the privileged core in drugs and bioactive molecules.