Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution.

Clicks: 204
ID: 26449
2019
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Abstract
Herein we describe a cation radical-accelerated-nucleophilic aromatic substitution (CRA-SAr) of alkoxy arenes utilizing a highly oxidizing acridinium photoredox catalyst and acetone cyanohydrin, an inexpensive and commercially available cyanide source. This cyanation is selective for carbon-oxygen (C-O) bond functionalization and is applicable to a range of methoxyarenes and dimethoxyarenes. Furthermore, computational studies provide a model for predicting regioselectivity and chemoselectivity in competitive C-H and C-O cyanation of methoxyarene cation radicals.
Reference Key
holmbergdouglas2019areneorganic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Holmberg-Douglas, Natalie;Nicewicz, David A;
Journal Organic letters
Year 2019
DOI
10.1021/acs.orglett.9b02678
URL
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