522592-59-2

Upstream product

• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 150-19-6 O-methylresorcine 
• 74-86-2 acetylene 

Downstream Products

• 907584-68-3 acrylic acid 5-methoxy-2-vinyl-phenyl ester 
• 1345020-38-3 1-(2-hydroxyphenyl)-2-(2-hydroxy-4-methoxyphenyl)-1-propanone 
• 1510865-16-3 8-methoxy-2,3-diphenylbenzo[b]oxepine 
• 1607446-79-6 4-(2-hydroxy-4-methoxyphenyl)-1-phenylpentan-3-one 
• 531-59-9 7-methoxycoumarin 
• 192710-92-2 (E)-1-(2-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene 
• 397333-51-6 (E)-2-(3,5-dimethoxystyryl)-5-methoxyphenol 

Relevant academic research and scientific papers

Synthesis of Benzofuranones via Palladium-Catalyzed Intramolecular Alkoxycarbonylation of Alkenylphenols

Herein, a new catalytic system to synthesize benzofuranones is reported. A palladium-catalyzed intramolecular alkoxycarbonylation is employed to generate 3-substituted-benzofuran-2(3H)-ones from alkenylphenols under mild reaction conditions, linked to an ex situ formation of CO from N-formylsaccharin. The carefully chosen catalytic system enables an efficient reaction with a novel functional group tolerance, despite the high polymerization tendency of the starting material.

Straightforward assembly of benzoxepines by means of a rhodium(III)- catalyzed C-H functionalization of o-vinylphenols

Readily available o-vinylphenols undergo a formal (5 + 2) cycloaddition to alkynes when treated with catalytic amounts of [Cp*RhCl2] 2 and Cu(OAc)2. The reaction, which involves the cleavage of the terminal C-H bond of the alkenyl moiety, generates highly valuable benzoxepine skeletons in a practical, versatile, and atom-economical manner. Using carbon monoxide instead of an alkyne as reaction partner leads to coumarin products which formally result from a (5 + 1) cycloaddition.

Substrate-directed hydroacylation: Rhodium-catalyzed coupling of vinylphenols and nonchelating aldehydes

We report a protocol for the hydroacylation of vinylphenols with aryl, alkenyl, and alkyl aldehydes to form branched products with high selectivity. This cross-coupling yields α-aryl ketones that can be cyclized to benzofurans, and it enables access to eu

Endo-selective pd-catalyzed silyl methyl heck reaction

A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for the observed endo selectivity. The obtained allylic silyloxycycles were further oxidized into (Z)-alkenyldiols.

Palladium-catalyzed asymmetric intermolecular cyclization

Domino cyclization: Alkylpalladium intermediates in an asymmetric Heck reaction were intercepted by a second alkene to give tricyclic products with high enantioselectivity (see scheme; Boc=tert-butoxycarbonyl). The method was applied to the asymmetric syn

Catalytic hydroacylation as an approach to homoaldol products

A method has been developed for the intermolecular hydroacylation of homoallyl alcohols with salicylaldehydes to furnish homoaldol products in 50-98% yields. The method also applies to the hydroacylation of 2-hydroxystyrenes. This work highlights the use of hydroacylation as a unified approach to both aldol and homoaldol products.

Simple synthesis of versatile coumarin scaffolds

We describe an approach using ring-closing metathesis (RCM) to synthesize versatile coumarin derivatives that present appropriate substitutions both at the aromatic and at the α,β-unsaturated lactone ring. The obtained compounds can be used as molecular scaffolds suitable for further diversifications through a combinatorial approach. Copyright Taylor & Francis Group, LLC.

Ortho-vinylation reaction of phenols with ethyne

Phenols were vinylated at the ortho-position with ethyne in the presence of SnCl4-Bu3N reagent. The reaction was applicable to phenols possessing either electron-donating or electron-withdrawing groups. 2,6-Divinylphenols were synthe