79309-61-8

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 14062-25-0 Ethyl 4-bromophenylacetate 
• 124-41-4 sodium methylate 
• 264881-99-4 methyl 2-(4-bromophenyl)-2-diazoacetate 
• 149-73-5 trimethyl orthoformate 
• 67-56-1 methanol 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 99-90-1 para-bromoacetophenone 

Relevant academic research and scientific papers

Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds

Solvent-free O-H insertion reactions in the presence of diazo carbonyl compounds were carried-out in very mild conditions. Unlike the traditional metal-catalysed version, employing rhodium acetate dimer, this method uses eco-friendly silica-supported HClO4 as the catalyst. Only 0.3 mol% of this Br?nsted acid catalyst, that can also be recycled several times, is necessary to guarantee very good yields (up to 97%) in the O-H insertion reactions. Reaction set-up is simple and permitted the preparation of forty-three α-hydroxy and α-alkoxy esters/ketones in just 1 h and at room temperature.

Rhodium-catalysed alkoxylation/acetalization of diazo compounds: One-step synthesis of highly functionalised quaternary carbon centres

An intermolecular tandem reaction for the rapid build-up of densely functionalised α-alkoxy-β-oxo-esters has been developed. This novel process applies the easy to handle trimethyl orthoformate as a C1-building block in the rhodium(ii)-catalysed alkoxylation/acetalization of donor-acceptor substituted diazo compounds. The concomitant C-O/C-C bond formation reaction gives products with unique quaternary carbon centers, substituted by groups of different oxidation level (ester, protected aldehyde and alkoxide).

Hypervalent Iodine Oxidation of Aryl Methyl Ketones: A Convenient Route to Methyl α-Methoxyarylacetates

Hypervalent iodine oxidation of aryl methyl ketones using two equivalents of iodosobenzene diacetate leads to 1,2-aryl migration followed by solvohyperiodination to yield the corresponding methyl α-methoxyarylacetates.

HYPERVALENT IODINE IN ORGANIC SYNTHESIS. A NEW ROUTE TO α-FUNCTIONALIZED CARBOXYLATE ESTERS.

Aryl and alkylcarboxylate esters are converted into the corresponding α-hydroxy acids or α-alkoxyesters upon treatment with C6H5I(OAc)2 and base in the appropriate solvent.