Oxidative coupling of sp(2) and sp(3) carbon-hydrogen bonds to construct dihydrobenzofurans | |
Shi, Jiang-Ling ; Wang, Ding ; Zhang, Xi-Sha ; Li, Xiao-Lei ; Chen, Yu-Qin ; Li, Yu-Xue ; Shi, Zhang-Jie | |
刊名 | NATURE COMMUNICATIONS |
2017 | |
关键词 | C-H BOND DIRECTING GROUPS CATALYST SYSTEM PALLADIUM ARYLATION FUNCTIONALIZATION HETEROCYCLES ACTIVATION ARENES SELECTIVITY |
DOI | 10.1038/s41467-017-00078-6 |
英文摘要 | Metal-catalyzed cross-couplings provide powerful, concise, and accurate methods to construct carbon-carbon bonds from organohalides and organometallic reagents. Recent developments extended cross-couplings to reactions where one of the two partners connects with an aryl or alkyl carbon-hydrogen bond. From an economic and environmental point of view, oxidative couplings between two carbon-hydrogen bonds would be ideal. Oxidative coupling between phenyl and "inert" alkyl carbon-hydrogen bonds still awaits realization. It is very difficult to develop successful strategies for oxidative coupling of two carbon-hydrogen bonds owning different chemical properties. This article provides a solution to this challenge in a convenient preparation of dihydrobenzofurans from substituted phenyl alkyl ethers. For the phenyl carbon-hydrogen bond activation, our choice falls on the carboxylic acid fragment to form the palladacycle as a key intermediate. Through careful manipulation of an additional ligand, the second "inert" alkyl carbon-hydrogen bond activation takes place to facilitate the formation of structurally diversified dihydrobenzofurans.; MOST of China [2013CB228102, 2015CB856600]; NSFC [21332001, 21431008, 91645111]; SCI(E); ARTICLE; 8 |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.pku.edu.cn/handle/20.500.11897/471537] |
专题 | 化学与分子工程学院 |
推荐引用方式 GB/T 7714 | Shi, Jiang-Ling,Wang, Ding,Zhang, Xi-Sha,et al. Oxidative coupling of sp(2) and sp(3) carbon-hydrogen bonds to construct dihydrobenzofurans[J]. NATURE COMMUNICATIONS,2017. |
APA | Shi, Jiang-Ling.,Wang, Ding.,Zhang, Xi-Sha.,Li, Xiao-Lei.,Chen, Yu-Qin.,...&Shi, Zhang-Jie.(2017).Oxidative coupling of sp(2) and sp(3) carbon-hydrogen bonds to construct dihydrobenzofurans.NATURE COMMUNICATIONS. |
MLA | Shi, Jiang-Ling,et al."Oxidative coupling of sp(2) and sp(3) carbon-hydrogen bonds to construct dihydrobenzofurans".NATURE COMMUNICATIONS (2017). |
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