Palladium-Catalyzed Decarboxylative Arylation of C-H Bonds by Aryl Acylperoxides

Palladium-Catalyzed Decarboxylative Arylation of C-H Bonds by Aryl Acylperoxides
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DOI:
10.1021/ol900756g
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发表时间:
2009-08-06
期刊:
影响因子:
5.2
通讯作者:
Chan, Albert S. -C.
Chan, Albert S. -C.
中科院分区:
化学1区
文献类型:
--
作者:
Yu, Wing-Yiu;Sit, Wing Nga;Chan, Albert S. -C.

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以Pd(OAc)(2)催化的芳香族C-H键脱羧芳基化反应,以芳香族酰基过氧物为廉价芳基原料。含有吡啶、肟和恶唑啉基团的底物进行有效的邻位选择性C-H芳基化反应,具有极好的官能团耐受性。这种芳基化反应应从导向基团辅助的环加成反应开始,然后与过氧化物热分解产生的原位芳基自由基反应。
A Pd(OAC)(2)-catalyzed protocol for decarboxylative arylation of aromatic C-H bond was developed using aryl acylperoxides as inexpensive aryl sources. Substrates containing pyridyl, oxime, and oxazoline groups undergo effectively ortho-selective C-H arylation with excellent functional group tolerance. This arylation should begin by directing-group-assisted cyclopalladation, followed by the reaction of the palladacycle with aryl radicals generated in situ by thermal decomposition of the peroxides.