Alkene Carboarylation via Catalyst‐Free, Visible Light‐Mediated Smiles Rearrangement.

Research output: Contribution to journalArticle

Abstract

A light‐mediated Truce–Smiles arylative rearrangement is described that proceeds in the absence of any photocatalyst. The protocol creates two C−C bonds from simple starting materials, with the installation of an aryl ring and a difluoroacetate moiety across unactivated alkenes. The reaction proceeds via a radical mechanism, utilizing a light‐mediated reduction of ethyl bromodifluoroacetate by N,N,N′,N′‐tetramethylethylenediamine (TMEDA) to set up intermolecular addition to an unactivated alkene, followed by Truce–Smiles rearrangement.

Bibliographical metadata

Original languageEnglish
JournalChemistry – A European Journal
Early online date7 Dec 2018
DOIs
Publication statusPublished - 2018