Switchable Synthesis of 3-Substituted 1H-Indazoles and 3,3-Disubstituted 3H-Indazole-3-phosphonates Tuned by Phosphoryl Groups

Switchable Synthesis of 3-Substituted 1H-Indazoles and 3,3-Disubstituted 3H-Indazole-3-phosphonates Tuned by Phosphoryl Groups
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DOI:
10.1021/acs.joc.7b02857
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发表时间:
2018-02-02
影响因子:
3.6
通讯作者:
Peng, Yungui
Peng, Yungui
中科院分区:
化学2区
文献类型:
--
作者:
Chen, Guihua;Hu, Minglin;Peng, Yungui

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通过α-取代α-重氮甲基膦酸酯与芳烃的1,3-偶极环加成反应,在简单的反应条件下高效地合成了3-烷基/芳基-1H-吲唑和3-烷基/芳基-3-吲唑-3-膦酸酯。产物的分布由磷酰基控制,在反应中既起到调节基团的作用,又起到无迹基团的作用。
3-Alkyl/aryl-1H-indazoles and 3-alkyl/aryl-3H-indazole-3-phosphonates were synthesized efficiently through a 1,3-dipolar cycloaddition reaction between a-substituted alpha-diazomethyl-phosphonates and arynes under simple reaction conditions. The product distribution was controlled by the phosphoryl group, which acted both as a tuning group and a traceless group in the reaction.