Pd/light-induced alkyl-alkenyl coupling reaction between unactivated alkyl iodides and alkenylboronic acids

Hsin Ju Huang, Yi Ting Wang, Yen-Ku Wu, Ilhyong Ryu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Alkyl-alkenyl coupling reaction between unactivated alkyl iodides and 2-arylalkenylboronic acids utilizing a Pd/light combined system was studied. This reaction provided 2-alkylarylalkenes in good yields. It is proposed that in this reaction alkyl radicals are formed by SET from a Pd catalyst to alkyl iodides, which then undergo addition reactions to form C-C double bonds of alkenyl boronic acids and the subsequent β-fragmentation of boronyl radicals leads to the formation of alkyl-substituted arylalkenes.

Original languageEnglish
Pages (from-to)1266-1270
Number of pages5
JournalOrganic Chemistry Frontiers
Volume7
Issue number10
DOIs
StatePublished - 21 May 2020

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