Iron-catalyzed oxidative C-C(vinyl) sigma-bond cleavage of allylarenes to aryl aldehydes at room temperature with ambient air

Liu, BB (Liu, Binbin)[ 1 ] ; Cheng, L (Cheng, Lu)[ 1 ] ; Hu, PH (Hu, Penghui)[ 1 ] ; Xu, FN (Xu, Fangning)[ 1 ] ; Li, D (Li, Dan)[ 2 ] ; Gu, WJ (Gu, Wei-Jin)[ 1 ] ; Han, W (Han, Wei)[ 1,2 ]*（韩维）

[ 1 ] Nanjing Normal Univ, Sch Chem & Mat Sci, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Jiangsu Key Lab Biofunct Mat,Key Lab Appl Photoch, Nanjing 210023, Jiangsu, Peoples R China

[ 2 ] Changsha Univ Sci & Technol, Sch Chem & Biol Engn, Hunan Prov Key Lab Mat Protect Elect Power & Tran, Changsha 410114, Hunan, Peoples R China

CHEMICAL COMMUNICATIONS，201904,55(33),4817-4820

A general and selective iron-catalyzed allylic C-C(vinyl) sigma-bond cleavage of allylarenes without the assistance of heteroatoms to give aryl aldehydes is reported. The unstrained carbon-carbon single bond cleavage reaction uses ambient air as the sole oxidant, proceeds efficiently at room temperature, and allows for exceptional functional-group tolerance, which addresses the long-standing challenges of current C-C bond cleavage/functionalization. Notably, the method enables rapid late-stage oxidation of complex bioactive molecules and can be used to expedite syntheses of natural products (vanillin and glucovanillin) from readily available chemical feedstocks.

文章链接：

https://pubs.rsc.org/en/content/articlelanding/2019/CC/C9CC01995B#!divAbstract

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