Palladium-catalyzed direct reductive cross-coupling of aryltrimethylammonium salts with aryl bromides

Chen Zhang,^a Na-Na Ma,^a Zi-Lun Yu,^a Chuanji Shen,^b Xiaocong Zhou,*^b Xue-Qiang Chu,^a Weidong Rao,^c and Zhi-Liang Shen*^a

^a Technical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China.

^b College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China.

^c Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China

Abstract: An efficient palladium-catalyzed direct reductive cross-coupling of aryltrimethylammonium salts with aryl bromides was developed. The reactions proceeded smoothly in the presence of a palladium catalyst, magnesium turnings, LiCl, and TMEDA in THF at room temperature, leading to the corresponding biaryl compounds in moderate to good yields with reasonable functional group tolerance. The one-pot reaction using cheap and readily available aryl bromide as a coupling partner is simple to handle, thereby avoiding the use of pre-prepared organometallic reagents.

Org. Chem. Front. 2021, DOI: 10.1039/D1QO00759A. (Impact factor: 5.281)

论文链接：https://pubs.rsc.org/en/content/articlelanding/2021/qo/d1qo00759a.