Reduction of Aryl Halides into Arenes with 2-Propanol Promoted by a Substoichiometric Amount of a tert-Butoxy Radical Source
Ryota Ueno, Takashi Shimizu, Eiji Shirakawa*
*Department of Applied Chemistry for Environment, School of
Science and Technology, Kwansei Gakuin University, Sanda, Hyogo 669-1337, Japan, Email:
eshirakawa
kwansei.ac.jp
R. Ueno, T. Shimizu, E. Shirakawa, Synlett, 2016, 27, 747-744.
Abstract
Aryl halides are reduced into the corresponding arenes in high yields, using 2-propanol as reductant and solvent, cesium carbonate as base, and di-tert-butyl peroxide (or di-tert-butyl hyponitrite) as radical initiator. This simple system reduces various aryl bromides and iodides through a SET mechanism with high functional-group tolerance.
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Key Words
reduction, radical chain mechanism, anion radical, ketyl, tert-butoxy radical, isopropanol
ID: J60-Y2016
