91715-49-0

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 7475-34-5 5,6,8-triacetoxy-1,2,3,4-tetrahydro-naphthalene 
• 92315-57-6 trihydroxytetralin 
• 130-15-4 [1,4]naphthoquinone 
• 1125-78-6 5,6,7,8-Tetrahydro-2-naphthol 
• 13623-10-4 5,6,7,8-tetrahydronaphthalene-1,4-diol 
• 7474-90-0 5,6,7,8-tetrahydro-1,4-naphthoquinone 
• 92156-78-0 1,2,3,4-tetrahydro-5,6,8-trimethoxynaphthalene 
• 125748-70-1 2-Hydroxy-2-(1-methoxymethoxy-propa-1,2-dienyl)-cyclohexanecarbaldehyde 
• 125748-63-2 2-Acetyl-2-methoxymethoxy-1-oxa-spiro[2.5]octane-4-carbaldehyde 

Relevant academic research and scientific papers

A divergent and selective synthesis of ortho- and para-quinones from phenols

Abstract We describe a divergent synthesis of substituted ortho- and para-quinones by catalytic aerobic oxygenation of phenols. Substituted quinones are omnipresent in chemistry and biology, but their synthesis frequently suffers from low efficiency and poor scope. Our methodology employs a catalytic aerobic di-functionalization of phenols to aryloxy-ortho-quinones. Regioselective substitution with an alcohol provides the alkoxy substituted ortho- or para-quinone, while hydrolysis affords the para-hydroxyquinone. These are mild and selective conditions for the synthesis of diversely substituted quinones from readily available phenol starting materials.

Photoinduced Molecular Transformations. Part 141. New One-step General Synthesis of Benzofuran-4,7-diones by the Regioselective (3 + 2) Photoaddition of 2-Hydroxy-1,4-benzoquinones with Various Alkenes

A one-step formation of benzofuran-4,7-diones by a (3 + 2) regioselective photoaddition of 2-hydroxy-1,4-benzoquinones with various alkenes is reported.

Hydroxyquinone annelation

The epoxidation reaction of alkoxyallene (4a) produced epoxy ketoaldehyde (5a) through an intermediate oxyallyl zwitterion; an intramolecular aldol reaction, followed by air oxidation produced hydroxyquinone (6).