82822-28-4

Upstream product

• 150-19-6 O-methylresorcine 
• 150-76-5 4-methoxy-phenol 
• 1315577-29-7 C₁₅H₂₆O₃Si 
• 1200-06-2 4-methoxyphenyl acetate 
• 1185-59-7 tetraethylammonium acetate 
• 3934-97-2 4-methoxycatechol 
• 108-24-7 acetic anhydride 
• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 69818-23-1 4-methoxy-[1,2]benzoquinone 

Relevant academic research and scientific papers

Synthesis of catechols from phenols via Pd-catalyzed silanol-directed C-H oxygenation

A silanol-directed, Pd-catalyzed C-H oxygenation of phenols into catechols is presented. This method is highly site selective and general, as it allows for oxygenation of not only electron-neutral but also electron-poor phenols. This method operates via a silanol-directed acetoxylation, followed by a subsequent acid-catalyzed cyclization reaction into a cyclic silicon-protected catechol. A routine desilylation of the silacyle with TBAF uncovers the catechol product.

Electrophilic components in the electrochemical acetoxylation of substituted arenes

The mechanism of anodic acetoxylation of substituted arenes under conditions of undivided galvanostatic electrolysis in MeCN containing acetate is suggested and an important role of electrophilic components (AcOH or ZnCl2) catalyzing transformation of intermediate ipso-acetoxylated polysubstituted arenonium cations to corresponding ortho-acetoxylated arenonium cations, which give acetoxylation products after deprotonation, is experimentally proved.

Efficient ortho-oxidation of phenols with diacyl peroxides

A stable symmetric diacyl peroxide, m-chlorobenzoyl peroxide (mCBPO), and an asymmetric diacyl peroxide, chloroacetyl m-chlorobenzoyl peroxide (CAMCBPO), were synthesized from m-chloroperbenzoic acid. Both peroxides oxidized phenols selectively at the ortho position predoninantly. CAMCBPO gave para-oxidized compounds as minor products from some phenols. The improvement of the yield of ortho-oxidation of phenols with mCBPO was also reported.

Regioselective oxidation of phenols to o-quinones with o-iodoxybenzoic acid (IBX)

Chemical equation presented An efficient regioselective method for oxidation of phenols to o-quinones is reported. When this procedure is combined with a subsequent reduction, it proves to be useful for the construction of a variety of catechols.