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Synthesis of Imidazopyridines via Copper-Catalyzed, Formal Aza-[3 + 2] Cycloaddition Reaction of Pyridine Derivatives with α-Diazo Oxime Ethers
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2017-09-19 00:00:00 , DOI: 10.1021/acs.joc.7b01714
Sangjune Park 1 , Hyunseok Kim 1 , Jeong-Yu Son 1 , Kyusik Um 1 , Sooho Lee 1 , Yonghyeon Baek 1 , Boram Seo 1 , Phil Ho Lee 1
Affiliation  

The Cu-catalyzed, formal aza-[3 + 2] cycloaddition reaction of pyridine derivatives with α-diazo oxime ethers in trifluoroethanol was used to synthesize imidazopyridines via the release of molecular nitrogen and elimination of alcohol. These methods enabled modular synthesis of a wide range of N-heterobicyclic compounds such as imidazopyridazines, imidazopyrimidines, and imidazopyrazines with an α-imino Cu-carbenoid generated from the α-diazo oxime ethers and copper.

中文翻译:

吡啶衍生物与α-重氮肟醚的铜催化形式氮杂-[3 + 2]环加成反应合成咪唑并吡啶

吡啶衍生物与α-重氮肟醚在三氟乙醇中的Cu催化的正式aza- [3 + 2]环加成反应用于通过释放分子氮和消除醇来合成咪唑并吡啶。这些方法能够与由α-重氮肟醚和铜生成的α-亚氨基Cu-类胡萝卜素模块化合成多种N-杂环双环化合物,例如咪唑并哒嗪,咪唑并嘧啶和咪唑并吡嗪。
更新日期:2017-09-20
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