Palladium-Catalyzed [3+2] Annulation of Aryl Halides with 7-Oxa- and 7-Azabenzonorbornadienes via C(sp2 or sp3)-H Activation

Palladium-Catalyzed [3+2] Annulation of Aryl Halides with 7-Oxa- and 7-Azabenzonorbornadienes via C(sp2 or sp3)-H Activation
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DOI:
10.1021/acs.orglett.2c03422
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发表时间:
2022-12-01
期刊:
影响因子:
5.2
通讯作者:
Li, Xingwei
Li, Xingwei
中科院分区:
化学1区
文献类型:
--
作者:
Li, Xiaojiao;Pan, Xianting;Li, Xingwei

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一系列环氧基苯并[k]荧烯、环氧基苯并[b]荧烯和它们的氮杂类似物通过钯催化的卤代芳烃与7-氧杂苯并和7-氮杂苯并冰片二烯之间的外选择性[3+2]环化反应得到。该反应是由碳-卤键的氧化加成引发的,分子内C(sp2或sp3)-H的活化是关键步骤。对该反应的对映体选择性也作了简要的探讨。
A series of epoxybenzo[k]fluoranthenes, epoxy-5Hbenzo[b]fluorenes, and their aza analogues have been accessed via palladium-catalyzed exo-selective [3 + 2] annulation between aryl halides and 7-oxa-and 7-azabenzonorbornadienes. The reaction is initiated by the oxidative addition of a carbon-halogen bond, with intramolecular C(sp2 or sp3)-H activation being a key step. The enantioselective version of the reaction was also briefly explored.