Synthesis of 2-Alkenyiquinoline by Reductive Olefination of Quinoline N-Oxide under Metal-Free Conditions

Synthesis of 2-Alkenyiquinoline by Reductive Olefination of Quinoline N-Oxide under Metal-Free Conditions
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无金属条件下喹啉氮氧化物还原烯化合成2-烯基喹啉

DOI:
10.1021/acs.orglett.6b00522
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发表时间:
2016-04-15
期刊:
影响因子:
5.2
通讯作者:
Wang, Jun
Wang, Jun
中科院分区:
化学1区
文献类型:
--
作者:
Xia, Hong;Liu, Yuanhong;Wang, Jun

文献摘要

被引文献

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公开了在无金属条件下通过喹啉N-氧化物的还原烯化合成2-烯基喹啉。实际上,该反应可以以喹啉为起始原料,通过一锅两步法进行。提出了一种可能的机制,涉及连续的 1,3-偶极环加成和酸辅助开环,然后是脱水过程。
Synthesis of 2-alkenylquinoline by reductive olefination of quinoline N-oxide under metal-free conditions is disclosed. Practically, the reaction could be performed with quinoline as starting material via a one-pot, two-step process. A possible mechanism is proposed that involves a sequential 1,3-dipolar cycloaddition and acid-assisted ring opening followed by a dehydration process.