N-heterocyclic carbenes: IX. Oxidative esterification of aromatic aldehydes with arylboronic acids catalyzed by N-heterocyclic carbenes
Aromatic aldehydes reacted with arylboronic acids under catalysis by N-heterocyclic carbene and oxic conditions to produce phenol esters.
Denisov,Gorbunov,Glushkov
p. 86 - 90
(2015/03/04)
Polar Effects in the Decomposition of Bis(3-alkoxyaroyl) Peroxides. Synthesis of 8-Alkoxy-6H-dibenzopyran-6-ones
The reaction of four substituted bis(3-alkoxybenzoyl) peroxides (1b-e) in neat phenols (2a-e) affords mainly 8-alkoxy-6H-dibenzopyran-6-ones (7) and ortho-benzoyloxylation products (4) of the phenol.Diaroyl peroxides without electron-releasing meta substituents afford essentially products 4.A mechanism involving monoelectronic oxidation of the phenol by the peroxide and biaryl coupling by preferential addition of the phenol radical cation to the ortho positions to the alkoxy group of the diaroyl peroxide is suggested.