Metal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: direct access to biaryls

Chemical Communications : Chem Comm
Ren-Jin TangLuo Yang

Abstract

A metal-free oxidative decarbonylative coupling of aromatic aldehydes with electron-rich or electron-deficient arenes to produce biaryl compounds was developed. This novel coupling was proposed to proceed via a non-chain radical homolytic aromatic substitution (HAS) type mechanism, based on the substrate scope, ortho-regioselectivity, radical trapping experiments and DFT calculation studies. With the ready availability of aromatic aldehydes and arenes, metal-free conditions should make this coupling attractive for the biaryl synthesis.

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Citations

Oct 24, 2015·Chemistry : a European Journal·Subhasis Paul, Joyram Guin
Oct 21, 2015·Organic Letters·Arvind Kumar, Bhahwal Ali Shah
Mar 23, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sunhwa ParkJae Hong Seo
Jun 27, 2017·Organic & Biomolecular Chemistry·Jin-Tao YuJiang Cheng
Jun 20, 2017·The Journal of Organic Chemistry·Changduo PanJin-Tao Yu
Apr 27, 2018·Organic & Biomolecular Chemistry·Rongzhen ChenJiang Cheng
Sep 15, 2018·Chemical Communications : Chem Comm·Wei-Yu LiYang Luo
Jan 25, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Xiang PengLuo Yang
May 27, 2020·Organic Letters·Promita BiswasJoyram Guin
Dec 10, 2016·The Journal of Organic Chemistry·Changduo PanJin-Tao Yu
May 6, 2019·Organic Letters·Shengzong LiangGerald B Hammond
Aug 24, 2021·The Journal of Organic Chemistry·Chandrahas TarigopulaRengarajan Balamurugan

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