铁催化2-烯基氮杂芳烃的绿色合成
收稿日期: 2014-02-05
修回日期: 2014-03-22
网络出版日期: 2014-04-02
基金资助
国家自然科学青年基金（No.21202092）和三峡大学人才科研启动基金（No.KJ2012B080）资助项目
Iron-Catalyzed Green Synthesis of 2-Alkenylazaarenes
Received date: 2014-02-05
Revised date: 2014-03-22
Online published: 2014-04-02
Supported by
Project supported by the National Natural Science Foundation of China (No. 21202092) and the Startup Foundation from China Three Gorges University (No. KJ2012B080).
刘森生 , 姜坤 , 皮单违 , 周海峰 , Yasuhiro Uozumi , 邹坤 . 铁催化2-烯基氮杂芳烃的绿色合成[J]. 有机化学, 2014 , 34(7) : 1369 -1375 . DOI: 10.6023/cjoc201402005
A straightforward and selective synthesis of bioactive trans-2-alkenylazaarenes has been achieved via cheap and nontoxic iron(II) acetate catalyzed addition and dehydration reactions of 2-methylazaarenes and aromatic aldehydes in the presence of catalytic amount of trifluoroacetic acid with water as the only byproduct. The low catalyst loading, convenience, good yield, high selectivity, as well as the broad substrate scope make this protocol very practical. The practical potential was also demonstrated by gram-scale synthesis of (E)-3-[2-(7-chloro-2-quinolinyl)ethenyl]benzaldehyde (3v), an intermediate of Singulair.
Key words： alkenylation; nitrogen heterocycles; C-H activation; green chemistry
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