Magnesium-Mediated Cross-Electrophile Couplings of Aryl 2-Pyridyl Esters with Aryl Bromides for Ketone Synthesis through In Situ-Formed Arylmagnesium Intermediates

Xiao Wei Han, Yuan He, Chao Gui, Xue Qiang Chu, Xue Fei Zhao, Xu Hong Hu, Xiaocong Zhou, Weidong Rao, Zhi Liang Shen

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Aryl 2-pyridyl esters could efficiently undergo cross-electrophile couplings with aryl bromides with the aid of magnesium as a reducing metal in the absence of a transition-metal catalyst, leading to the unsymmetrical diaryl ketones in modest to good yields with wide functionality compatibility. In addition, the reaction could be easily scaled up and applied in the late-stage modification of biologically active molecules. Preliminary mechanistic study showed that the coupling reaction presumably proceeds through the in situ formation of arylmagnesium reagents as key intermediates.

Original languageEnglish
Pages (from-to)13661-13668
Number of pages8
JournalJournal of Organic Chemistry
Volume89
Issue number18
DOIs
StatePublished - 20 Sep 2024

Fingerprint

Dive into the research topics of 'Magnesium-Mediated Cross-Electrophile Couplings of Aryl 2-Pyridyl Esters with Aryl Bromides for Ketone Synthesis through In Situ-Formed Arylmagnesium Intermediates'. Together they form a unique fingerprint.

Cite this