27364-22-3

Upstream product

• 96-48-0 4-butanolide 
• 100-66-3 methoxybenzene 
• 86119-84-8 phosphoric acid 
• 1191-99-7 2,3-dihydro-2H-furan 
• 696-62-8 para-iodoanisole 
• 3153-44-4 4-(4-methoxy-phenyl)-4-oxo-butyric acid 
• 398142-14-8 4-(4-methoxy-phenyl)-4-pentenoic acid 
• 127047-19-2 4-(4-methoxyphenyl)pent-4-en-1-ol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 58688-30-5 α-(4-methoxybenzoyl)-γ-butyrolactone 
• 100-07-2 4-methoxy-benzoyl chloride 
• 164171-80-6 1-(4-methoxyphenyl)cyclobutan-1-ol 
• 121-98-2 methyl 4-methoxybenzoate 
• 107840-88-0 2,2-simethyl-1,3-oxathiane 3,3-dioxide 

Downstream Products

• 126135-42-0 (R)-(+)-γ-(p-Methoxyphenyl)-γ-butyrolactone 
• 128994-28-5 (S)-(-)-γ-(p-Methoxyphenyl)-γ-butyrolactone 
• 215667-87-1 4-iodo-1-(4-methoxyphenyl)-1-butanone 
• 56139-60-7 1-(4-Methoxyphenyl)-1,4-butandion 

Relevant academic research and scientific papers

Preparation of aromatic γ-hydroxyketones by means of Heck coupling of aryl halides and 2,3-dihydrofuran, catalyzed by a palladium(ii) glycine complex under microwave irradiation

A series of aromatic γ-hydroxyketones were prepared by means of Heck coupling reaction of aryl halides and 2,3-dihydrofuran, catalyzed by PdCl2·Gly2 and under microwave irradiation. This synthetic transformation involves the formation of an aryl-dihydrofuranoic intermediate, followed by an unusual opening of the heterocycle promoted by a water molecule and the formation of the ketone carbonyl function through keto-enol tautomerism. This journal is

Sequential multicomponent catalytic synthesis of pyrrole-3-carboxaldehydes: Evaluation of antibacterial and antifungal activities along with docking studies

A sequential multicomponent synthesis of highly substituted pyrrole-3-carboxaldehydes has been developed under metal-free conditions. This one-pot protocol involves proline-catalyzed direct chemoselective Mannich reaction-cyclization between 1,4-ketoaldehyde and in situ generated Ar/HetAr-imines followed by aerobic oxidative-aromatization at room temperature. A series of fully substituted pyrrole-3-carboxaldehydes and other diverse fused heterocycles have been synthesized. These compounds were tested for in vitro antibacterial and antifungal activities, and the selected ones display significant activity against the tested bacterial strains with a MIC value of 16 μg mL-1, which is close to that of the standard drug chloramphenicol. The bioactivity outcome was further analyzed using docking studies.

Cobalt-catalyzed oxidative cyclization of gem-disubstituted conjugated alkenols

Aryl gem-disubstituted conjugated alkenols underwent oxidative cyclization affording 2,5,5-trisubstituted tetrahydrofurans in reasonable yields and good diastereoselectivities using the reductive termination variation of the Mukaiyama aerobic oxidative reaction. Under oxidative termination, the same alkenols produced diols and ketonic by-products via the double hydration and beta-scission competing pathways. Furthermore, the differences in alkenol reactivity under the reductive and oxidative termination conditions were investigated.

Catalytic asymmetric intramolecular homologation of ketones with α-diazoesters: Synthesis of cyclic α-Aryl/Alkyl β-ketoesters

A catalytic asymmetric intramolecular homologation of simple ketones with α-diazoesters was firstly accomplished with a chiral N,N′-dioxide-Sc(OTf)3 complex. This method provides an efficient access to chiral cyclic α-aryl/alkyl β-ketoesters containing an all-carbon quaternary stereocenter. Under mild conditions, a variety of aryl- and alkyl-substituted ketone groups reacted with α-diazoester groups smoothly through an intramolecular addition/rearrangement process, producing the β-ketoesters in high yield and enantiomeric excess.

Enantioselective ketone hydroacylation using noyori's transfer hydrogenation catalyst

An enantioselective ketone hydroacylation enables the direct preparation of lactones from keto alcohols. The alcohol is oxidized in situ to an aldehyde, obviating the need to prepare sensitive keto aldehyde substrates. Noyori's asymmetric transfer hydroge

Phenyliodine diacetate-mediated oxidative cleavage of cyclobutanols leading to γ-hydroxy ketones

Oxidative cleavage of cyclobutanols using PIDA, which leads to efficient entry of γ-hydroxy ketones, is described. When using 2-substituted cyclobutanols, γ-substituted γ-hydroxy ketones are obtained through regioselective C-C bond cleavage.

2,2-Dimethyl-1,3-oxathiane 3,3-dioxide: A γ-hydroxypropyl anion equivalent

The reaction of 4-lithio-2,2-dimethyl-1,3-oxathiane 3,3-dioxide with various electrophiles is presented. Acylation of the anion provided labile 4-acyl-2,2-dimethyl-1,3-oxathiane 3,3-dioxides which underwent desulfonation with silica gel to produce γ-hydroxy ketones with three carbon unit elongation. Thus, 4-lithio-2,2-dimethyl-1,3-oxathiane 3,3-dioxide was shown to be a useful synthetic equivalent of a γ-hydroxypropyl anion. Methyl esters proved to be the best acylating agents in this reaction. Synthetic utility of this carbon chain elongation was illustrated by the syntheses of dl-lanceol and dl-dihydrojasmone.

A New Method for the Preparation of γ-Hydroxy Ketones: a Formal Total Synthesis of (+/-)-Lanceol

The reaction of methyl esters with 2,2-dimethyl-4-lithio-1,3-oxathiane 3,3-dioxide followed by treatment with silica gel affords γ-hydroxy ketones.