Photoredox-Catalysed Decarboxylative Alkylation of N-Heteroarenes with N-(Acyloxy)phthalimides

Photoredox-Catalysed Decarboxylative Alkylation of N-Heteroarenes with N-(Acyloxy)phthalimides
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DOI:
10.1002/chem.201605640
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发表时间:
2017-02-01
影响因子:
4.3
通讯作者:
Fu, Yao
Fu, Yao
中科院分区:
化学2区
文献类型:
--
作者:
Cheng, Wan-Min;Shang, Rui;Fu, Yao

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铱光氧化还原催化剂与化学计量的布朗斯台德酸或催化量的路易斯酸组合能够在室温下在辐射下催化N-杂芳烃与N-(酰氧基)邻苯二甲酰亚胺的区域选择性烷基化。多种 N-杂芳烃可以使用各种仲、叔和季羧酸盐进行烷基化。机理研究表明 Ir-II/Ir-III 氧化还原催化循环是观察到的反应性的原因。
An iridium photoredox catalyst in combination with either a stoichiometric amount of Bronsted acid or a catalytic amount of Lewis acid is capable of catalyzing regioselective alkylation of N-heteroarenes with N-(acyloxy) phthalimides at room temperature under irradiation. A broad range of N-heteroarenes can be alkylated using a variety of secondary, tertiary, and quaternary carboxylates. Mechanistic studies suggest that an Ir-II/Ir-III redox catalytic cycle is responsible for the observed reactivity.