2674-45-5

Upstream product

• 119-61-9 benzophenone 
• 118-90-1 ortho-methylbenzoic acid 
• 530-48-3 1,1-Diphenylethylene 
• 14783-89-2 ortho-carboxybenzenediazonium tetrafluoroborate 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 716-43-8 dimethyl homophthalate 
• 2041-37-4 2,2-dimethyl-1-(o-tolyl)propan-1-one 
• 7115-91-5 2-ethoxycarbonylbenzyl bromide 
• 167541-51-7 2-(1-methoxycarbonyl-2,2-diphenyl-vinyl)-benzoic acid 
• 55678-42-7 α-tert-butyl-2-methylbenzyl alcohol 
• 95-46-5 2-methylphenyl bromide 
• 87-24-1 ethyl 2-methylbenzoate 

Downstream Products

• 14659-84-8 2-(2,2-diphenyl-ethyl)-benzoic acid 

Relevant academic research and scientific papers

Synthesis of 3,4-Dihydroisocoumarins from α-Lithiated o-Toluates

Tellurides 2 prepared from α-bromo-o-toluesters 1 undergo lithium-tellurium exchange to give benzylic anions that can be condensed with aldehydes or ketones to afford 3,4-dihydroisocoumarins 3.

Palladium/Acid Relay Catalyzed Tandem Heck Coupling/6-Endo Cyclization between ortho-Halogenated Benzoates and Unactivated Terminal Alkenes for the Synthesis of 1-Isochromanones

We report a unique and expeditious route to synthesize 1-isochromanone derivatives through palladium catalyzed tandem Heck coupling/6-endo hydroacyloxylation cyclization between readily available ortho-halogenated benzoates and unactivated alkenes. Various 2-bromo or 2-iodo benzoates can be coupled efficiently with a broad range of alkenes to afford functionalized 1-isochromanones in high yields. Significantly, this cost-efficient and easy-to-handle synthetic methodology will have great prospect application in the synthetic and medicinal chemistry. (Figure presented.).

A Photocatalytic Meerwein Approach to the Synthesis of Isochromanones and Isochromenones

A visible-light RuII photoredox Meerwein synthesis of isochromanones and isochromenones is described starting from diazonium salts of differently substituted anthranilic acids and various alkenes. This approach has allowed the reliable and effi

The preparation of substituted 3,4-dihydro-1H-2-benzopyran-1- ones from the dianions of ortho-toluic acids

The dianions of ortho-toluic and α-phenyl-ortho-toluic acids were prepared with lithium diisopropylamide (LDA), condensed with certain aldehydes or ketones, and the resulting intermediates were acid-cyclized to substituted 3,4-dihydro-1H-2-benzopyran-1-ones (dihydroisocoumarins).

Photoinduced Molecular Transformations. Part 137. New General Synthesis of 3-Substituted 3,4-Dihydro-1H-benzopyran-1-ones (3,4-Dihydroisocoumarins) via Radical and Photochemical Fragmentations as the Key Step

A new general method for a two-step synthesis of 3-substituted 3,4-dihydro-1H-benzopyran-1-ones (3,4-dihydroisocoumarins) is described.This method involves either regioselective alkoxyl radical fragmentation or regioselective photochemical fragmentation as the key step. 2-Hydroxyalkylation of a lithiated o-tolyl tert-butyl ketone with aromatic and aliphatic aldehydes and ketones gave equilibrated mixtures of 1-tert-butyl-3,4-dihydro-1-hydroxy-3-alkyl (or 3-aryl)-1H-2-benzopyrans and their ring-opened isomers in 42-94percent yield.Photolysis of mixtures in chloroform withPyrex-filtered light gave 3-alkyl (or 3-aryl)-3,4-dihydro-1H-benzopyran-1-ones (3,4-dihydroisocoumarins) in 27-64percent yield as exclusive isolable products.On the other hand, photolysis of hypoiodites of the equilibrated mixture in benzene containing mercury(II) oxide and iodine gave the 3-substituted dihydroisocoumarins in 37-64 percent yield with an accompanying formation of phthalide, arising from a radical cascade process triggered by β-scission of the alkoxyl radicals generated from the ring-opened isomer of the lactones.The formation mechanisms of all the products are discussed.