60263-07-2

Usage

InChI:InChI=1/C9H10O4/c1-13-8(11)6-9(12)4-2-7(10)3-5-9/h2-5,12H,6H2,1H3

Upstream product

• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 106-51-4 p-benzoquinone 
• 5199-50-8 methyl 2-iodoacetate 
• 79-20-9 acetic acid methyl ester 
• 40861-57-2 4-cyano-4-trimethylsilyloxycyclohexa-2,5-dien-1-one 

Downstream Products

• 60508-82-9 (1-acetoxy-4-oxo-cyclohexa-2,5-dienyl)-acetic acid methyl ester 
• 81053-14-7 methyl 1-hydroxy-4-oxocyclohexanacetate 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 1349842-12-1 tert-butyl (1-(2-methoxy-2-oxoethyl)-4-oxocyclohexa-2,5-dien-1-yl) malonate 

Relevant academic research and scientific papers

Regioselective and stereoselective cyclizations of cyclohexadienones tethered to active methylene groups

The cyclization of 2,5-cyclohexadienones tethered to activated methylene groups was studied. The substitution around the cyclohexadienone ring serves to regioselectively direct these cyclizations based primarily on electronic effects. In the case of brominated substrates, these reactions proceed to give highly unusual electron-deficient tricyclic cyclopropanes. By using a Cinchona alkaloid-based phase-transfer catalyst, prochiral cyclohexadienones can be desymmetrized with moderate stereoselectivity.

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.

Convenient Synthesis of Quinol Esters by Indium-mediated Reformatsky reaction of Quinones

Indium-mediated Reformatsky reaction of para-quinones gives good yields of para-quinols under mild conditions.Naturally occuring quinol esters such as jacaranone are conveniently prepared in a one-pot synthesis.

ADDITION OF FUNCTIONALIZED ORGANOLITHIUM REAGENTS TO p-BENZOQUINONES AND CYCLOHEXADIENONES: SYNTHESIS OF FUNCTIONALIZED CYCLOHEXADIENONES, DIENOLS AND DIENEDIOLS

Low temperature addition of functionalized alkyllithium reagents to p-benzoquinones produces 4-alkyl-4-hydroxycyclohexa-2,5-dienones, and reaction of excess of the reagents with quinones yields 1,4-dialkylcyclohexa-2,5-diene-1,4-diols.With 4-acetoxy-, 4-h