41951-80-8

Upstream product

• 14770-96-8 oxybenzone 
• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 108-86-1 bromobenzene 
• 150-76-5 4-methoxy-phenol 
• 100-58-3 phenylmagnesium bromide 
• 2612-02-4 5-methoxysalicylic acid 

Downstream Products

• 936716-84-6 C₂₃H₂₂O₃ 
• 1186642-09-0 4-methoxy-2-(1-phenylbut-3-enyl)phenol 
• 1245449-05-1 6-methoxy-2-(methylthio)-4-phenyl-4H-chromene-3-carbonitrile 

Relevant academic research and scientific papers

[4 + 2]-Cycloaddition and 1,4-Addition of ortho-Quinone Methides by a Chiral Crotyl Silane

Anhydrous FeCl3 in the presence of 2,6-lutidine promotes the substrate-controlled enantioselective [4 + 2]-cycloaddition and crotylation reaction between an enantioenriched (S,E)-crotyl silane and in situ generated ortho-quinone methides (oQMs)

Multicomponent Condensation Reactions via ortho-Quinone Methides

Iron(III) salts promote the condensation of aldehydes or acetals with electron-rich phenols to generate ortho-quinone methides that undergo Diels - Alder condensations with alkenes. The reaction sequence occurs in a single vessel to afford benzopyrans in up to 95% yield. The reaction was discovered while investigating a two-component strategy using 2-(hydroxy(phenyl)methyl)phenols to access the desired ortho-quinone methide in a Diels - Alder condensation. The two-component condensation also afforded the corresponding benzopyran products in yields up to 97%. Taken together, the two- and three-component strategies using ortho-quinone methide intermediates provide efficient access to benzopyrans in good yields and selectivities.

Organocatalytic Phosphonylation of in Situ Formed o-Quinone Methides

A new class of Br?nsted acid catalysts based on N-heterocyclic phosphorodiamidic acids (NHPAs) has been developed. The NHPA catalyst promotes phospha-Michael addition reaction of trialkylphosphites to in situ generated ortho-quinone methides (o-QMs) for t

Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols

A bifunctional squaramide-catalyzed reaction of azlactones with o-quinone methides in situ generated from 2-(1-tosylalkyl)-phenols has been successfully developed under basic conditions, providing an efficient and mild access to chiral dihydrocoumarins bearing adjacent tertiary and quaternary stereogenic centers in high yields with excellent diastereo- and enantioselectivities.

Enantioselective synthesis of functionalized 2-amino-4H-chromenes via the o-quinone methides generated from 2-(1-tosylalkyl)phenols

An efficient bifunctional squaramide-catalyzed Michael addition/cyclization reaction of o-quinone methides generated in situ from 2-(1-tosylalkyl)phenols with active methylene compounds bearing a cyano group has been realized to synthesize chiral 2-amino-

One-pot synthesis of 3,4-disubstituted coumarins under catalysis of Mn 3O4 nanoparticles

The one-pot synthesis of 3,4-disubstituted coumarins from substituted 2-(hydroxymethyl)phenols with β-keto esters catalyzed by Mn 3O4 nanoparticles was developed. A series of 3,4-disubstituted coumarin derivatives were obtained in good yields. A new method for the one-pot synthesis of 3,4-disubstituted coumarins from substituted 2-(hydroxymethyl)phenols with β-keto esters catalyzed by Mn 3O4 nanoparticles has been developed. A series of 3,4-disubstituted coumarin derivatives were synthesized from substituted 2-(hydroxymethyl)phenols and β-keto esters in good yields. Copyright

One-pot synthesis of polyfunctionalized 4H-chromenes and dihydrocoumarins based on copper(II) bromide-catalyzed C-C coupling of benzylic alcohols with ketene dithioacetals

The synthesis of polyfunctionalized 4Hchromenes 3 and dihydrocoumarins 4 has been developed from the same substrates. Catalyzed by copper(II) bromide (0.3 equiv.), the reactions of the easily available ketene dithioacetals 1 with 2-(hydroxymethyl)phenols 2 lead to 4/7-chromenes 3 in high to excellent yields in dichloromethane solvent, whereas, 3,4-trans-disubstituted dihydrocoumarins 4 are obtained in high yields with high diastereoselectivities by prolonging the reaction time or changing the solvent from dichloromethane to acetonitrile.

Palladium catalyzed isomerization of alkenes: A pronounced influence of an o-phenol hydroxyl group

A novel palladium catalyzed isomerization of alkenes has been found, where an ortho-phenol hydroxyl group has a pronounced influence on the isomerization.

Facile construction of functionalized 4H-chromene via tandem benzylation and cyclization

A series of functionalized 4H-chromenes have been constructed by using a novel FeCl3-catalyzed benzylation-cyclization tandem reaction. The Royal Society of Chemistry.

Novel photolabile protecting group for carbonyl compounds

Equation presented A novel type of photo-protecting group for carbonyl compounds is described. The protecting group is readily accessed in one step from commercially available material. Installation of the protecting group upon the carbonyl compounds is achieved in excellent yields. The carbonyl compounds in their protected form are remarkably stable under various conditions and can be released photochemically in high efficiency.