55776-84-6

Upstream product

• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 917-54-4 methyllithium 
• 527-54-8 3,4,5-trimethylphenol 
• 527-17-3 Duroquinone 

Downstream Products

• 1391849-22-1 C₁₂H₁₄O₃ 
• 1217509-78-8 3,4,5-trimethyl-4-oxocyclohexa-2,5-dienyl 6-O-acetyl-2-deoxy-2-iodo-3,4-O-(1-methylethylidene)-β-D-galactopyranoside 
• 114534-35-9 (4S,5R)-4-Hydroxy-3,4,5-trimethyl-cyclohex-2-enone 
• 114534-31-5 (4R,5R)-4-Hydroxy-3,4,5-trimethyl-5-vinyl-cyclohex-2-enone 

Relevant academic research and scientific papers

CsOH catalyzed aerobic oxidative synthesis of p-quinols from multi-alkyl phenols under mild conditions

p-Quinols are ubiquitous structural motifs of various natural products and pharmaceutical compounds, and versatile building blocks in synthetic chemistry. The reported methods for the synthesis of p-quinol require stoichiometric amounts of oxidants. Molecular oxygen is considered as an ideal oxidant due to its natural, inexpensive, and environmentally friendly characteristics. During the ongoing research of C-H bond hydroxylation, we found that multi-alkyl phenols could react with molecular oxygen under mild conditions. Herein, we describe an efficient oxidative de-aromatization of multi-alkyl phenols to p-quinols. 1 atm of molecular oxygen was used as the oxidant. Many multi-alkyl phenols could react smoothly at room temperature. Isotopic labeling experiment was also performed, and the result proved that the oxygen atom in the produced hydroxyl group is from molecular oxygen.

Desymmetrization of 4-hydroxy-2,5-cyclohexadienones by radical cyclization: Synthesis of optically pure γ-lactones

Optically pure γ-lactones fused onto a cyclohexenone are available by a radical-based method for desymmetrizing 4-hydroxy-2,5-cyclohexadienones.

Oxidative de-aromatization of para-alkyl phenols into para-peroxyquinols and para-quinols mediated by oxone as a source of singlet oxygen

(Chemical Equation Presented) Easy does it: Easily handled and environmentally safe oxone generates singlet oxygen which effects the simple and selective oxidative de-aromatization of para-alkyl phenols 1 into para-peroxyquinols 2 under very mild conditions with good to excellent yields. A one-pot access to para-quinols 3 from 1 is also possible after treatment of the crude reaction mixture with sodium thiosulfate.

A Simple and Efficient Procedure for the Preparation of p-Quinols by Hypervalent Iodine Oxidation of Phenols and Phenol Tripropylsilyl Ethers

Oxidation of para-substituted phenols with benzene (BTIB) in aqueous acetonitrile at 0 deg C gives p-quinols in moderate to good yields; higher yields are obtained when tripropylsilyl ethers of phenols are used.

Selective Reactions of Carbanions with p-Quinones. The Aggregate Model

Additions of carbanions to unsymmetrical p-quinones can be achieved at either carbonyl carbon by a judicious choice of reaction conditions.