Room-Temperature Decarboxylative Couplings of α-Oxocarboxylates with Aryl Halides by Merging Photoredox with Palladium Catalysis

Room-Temperature Decarboxylative Couplings of α-Oxocarboxylates with Aryl Halides by Merging Photoredox with Palladium Catalysis
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DOI:
10.1002/chem.201502286
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发表时间:
2015-09-14
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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通过合并铱光氧化还原催化和钯催化,-氧代羧酸盐可以在室温下与芳基卤化物脱羧偶联生成芳酮和酰胺。DFT计算表明,该反应通过Pd-0-Pd-II-Pd-III途径进行,其中Pd-III中间体负责再氧化Ir-II以完成Ir-III-*Ir-III-Ir-II光氧化还原循环。
Enabled by merging iridium photoredox catalysis and palladium catalysis, -oxocarboxylate salts can be decarboxylatively coupled with aryl halides to generate aromatic ketones and amides at room temperature. DFT calculations suggest that this reaction proceeds through a Pd-0-Pd-II-Pd-III pathway, in which the Pd-III intermediate is responsible for reoxidizing Ir-II to complete the Ir-III-*Ir-III-Ir-II photoredox cycle.