Radical Benzylation of Quinones via C–H Abstraction

08 April 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Herein we report the development of radical benzylation reactions of quinones using Selectfluor and catalytic Ag(I) initiators. The reaction is believed to proceed via a C–H abstraction mechanism after Ag(I)-mediated reduction of Selectfluor. This reaction occurs under mild conditions and is effective for a variety of quinones and radical precursors bearing primary ben-zylic carbons. The use of pre-formed Ag(4–OMePy)2NO3 as a catalyst proved effective in improving reaction efficiency by reducing unwanted degradation pathways available to Selectfluor.

Keywords

Radical
Benzylation
Quinone
Selectfluor
HAT

Supplementary materials

Title
Description
Actions
Title
Baxter BQ SI
Description
Actions

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