Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant

Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant
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DOI:
10.1021/ja061715q
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发表时间:
2006-05-31
影响因子:
15
通讯作者:
Yu, Jin-Quan
Yu, Jin-Quan
中科院分区:
化学1区
文献类型:
--
作者:
Chen, Xiao;Hao, Xue-Shi;Yu, Jin-Quan

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研究了Cu(II)催化的芳基C-H键的乙酰氧基化和卤代反应。单官能化和双官能化均通过调节反应条件来实现。优异的官能团耐受性和使用O2作为化学计量氧化剂是我们最近开发的Pd催化的C-H官能化反应的显着优势。这些新发现的反应条件也适用于芳基C-H键的氰化、胺化、醚化和硫醚化。进行了机理研究,以深入了解Cu(II)催化的C-H官能化反应。
Cu(II)-catalyzed acetoxylation and halogenation of aryl C−H bonds are developed.ortho-Selectivity was observed with a wide range of 2-arylpyridine substrates. Both mono- and difunctionalizations are achieved by tuning the reaction conditions. Excellent functional group tolerance and use of O2as a stoichiometric oxidant are significant advantages over our recently developed Pd-catalyzed C−H functionalization reactions. These newly discovered reaction conditions are also applicable for cyanation, amination, etherification, and thioetherification of aryl C−H bonds. Mechanistic investigations are carried out to gain insights into the Cu(II)-catalyzed C−H functionalization reactions.