Selective aromatic carbon–oxygen bond cleavage of trifluoromethoxyarenes: a trifluoromethoxy group as a convertible directing group

A Iijima, H Amii

Index: Iijima, Akinori; Amii, Hideki Tetrahedron Letters, 2008 , vol. 49, # 41 p. 6013 - 6015

Full Text: HTML

Citation Number: 10

Abstract

An efficient method for selective activation of aromatic C–O bonds in trifluoromethoxyarenes is developed. Upon treatment with a metallic sodium/chlorotrimethylsilane system, trifluoromethoxyarenes undergo reductive dealkoxylation to provide the corresponding arylsilanes. Also the synthetic applications of the present reactions combined with ortho- metallation are described.