143918-72-3

Upstream product

• 115240-91-0 methyl 2-((hydroxy)(4-methylphenyl)methyl)prop-2-enoate 
• 34757-14-7 methyl 2-diazopropanoate 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 874-60-2 4-methyl-benzoyl chloride 
• 292638-85-8 acrylic acid methyl ester 
• 615-43-0 2-iodophenylamine 
• 22027-51-6 3-oxo-3-p-tolyl-propionic acid methyl ester 
• 74-88-4 methyl iodide 
• 122-00-9 para-methylacetophenone 
• 554-12-1 propanoic acid methyl ester 
• 614-45-9 tert-Butyl peroxybenzoate 
• 5337-93-9 4'-methylpropiophenone 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 260782-27-2 2-methyl-3-oxo-3-(4-tolyl)propionic acid 
• 1202873-78-6 C₂₃H₂₅N₃O₄ 
• 1202873-89-9 C₂₃H₂₆N₄O₃ 
• 1163119-72-9 (2S,3R)-(+)-methyl 3-hydroxy-2-methyl-3-(4-methylphenyl)propanoate 
• 260782-28-3 N-(tert-butoxycarbonyl)-N-(tert-butoxycarbonyloxy)-2-(4-methylbenzoyl)propionamide 

Relevant academic research and scientific papers

Palladium Catalyzed Ring Expansion Reaction of Isoxazolones with Isocyanides: Synthesis of 1,3-Oxazin-6-One Derivatives

A palladium catalyzed ring expansion reaction of isoxazolones with isocyanides was disclosed. In the reaction, a cascade process involving ring-opening/cyclization was suggested. The reaction features high atomic economy due to no elimination of CO2 occurred. Moreover, products obtained demonstrate aggregation-induced emission properties with relatively high solid-state emission efficiencies. (Figure presented.).

Iron-catalysed 1,2-acyl migration of tertiary α-azido ketones and 2-azido-1,3-dicarbonyl compounds

Iron-catalysed 1,2-acyl migration of tertiary α-azido ketones and 2-azido-1,3-dicarbonyl compounds provides a simple and atom-economical approach toward enamides and isoquinolones. This paper reports two catalyst systems for these transformations which employ iron(ii) complexes [Fe(dpbz)]Br2 (dpbz = 1,2-bis(diphenylphosphino)benzene) and FeBr2/Et3N, respectively. [Fe(dpbz)]Br2 was found to be highly effective at converting 2-azido-2,3-dihydro-1H-inden-1-ones to isoquinolones. The reagent combination of FeBr2/Et3N, on the other hand, exhibited a broader catalytic scope, owing to the beneficial effect of Et3N. This latter catalyst system enables 2-azido-2-methyl-1,3-dicarbonyl compounds to be converted to the corresponding enamides under mild conditions in good yields.

A General and Robust Method for the Preparation of (E)- and (Z)-Stereodefined Fully Substituted Enol Tosylates: Promising Cross-Coupling Partners

A robust method for preparing (E)- and (Z)-stereodefined fully substituted enol tosylates is described. α-Substituted β-keto esters undergo (E)-selective enol tosylations using TsCl-Me2N(CH2)6NMe2 as the reagent (method A, 13 examples; 63-96%) and (Z)-selective enol tosylations using TsCl-TMEDA-LiCl as the reagent (method B, 13 examples; 62-99%). A plausible mechanism for the (E)- and (Z)-enol tosylation selectivity is proposed. A 1H NMR monitoring experiment revealed that TsCl coupled with TMEDA formed a simple N-sulfonylammonium intermediate.

Controlled and efficient synthesis of quinoline derivatives from Morita-Baylis-HILLMAN adducts by palladium-catalyzed heck reaction and cyclization

An efficient synthesis of 2,3-disubstituted quinoline derivatives from easily accessible (het)aryl-substituted Morita-Baylis-Hillman (MBH) adducts was achieved by an approach involving a palladium-catalyzed Heck reaction and cyclization. This strategy converts the MBH adducts into α-benzyl β-keto ester derivatives that can cyclize into the corresponding quinolines in good yields.

Tert -butyl peroxybenzoate-promoted α-methylation of 1,3-dicarbonyl compounds

A tert-butyl peroxybenzoate (TBPB)-promoted direct α-methylation of 1,3-dicarbonyl compounds has been developed, providing α-methyl derivatives in moderate to good yields. In this procedure, TBPB plays a dual role, serving as both the methyl source and radical initiator. This work represents a key complement to the traditional α-methylation of 1,3-dicarbonyl compounds using methyl iodide.

Rhodium-catalyzed hydroaroylation of α,β-unsaturated esters using aroyl chlorides and Et2MeSiH

Hydroaroylation of methyl acrylate 2a to give the α-aroyl esters 4 took place in the three-component reaction of 2a, aroyl chlorides 1, and Et 2MeSiH in the presence of 1 mol % of [Rh(cod)(PR3) 2]OTf (cod = 1,5-cyclooctadi

Reductive Reformatsky-Honda reaction of α,β-unsaturated esters: Facile formation of 1,3-dicarbonyl compounds and β-hydroxy esters

The reaction of tris(triphenylphosphine)rhodium chloride [RhCl(PPh 3)3] with diethylzinc (Et2Zn) easily afforded a rhodium-hydride complex that effects the 1,4-reduction of α,β- unsaturated esters to give rhodium enolates. Formation of the rhodium enolate is followed by transmetalation with the zinc species to give a Reformatsky-type reagent, and this reacts with various acid chlorides at the α-position to give β-keto esters. The Reformatsky-type reagent also reacts with various electrophiles such as aldehydes, ketones and acid anhydrides to give the corresponding products in which the electrophiles were introduced reductively at the α-position of α,β-unsaturated esters. Copyright

Synthesis and biological activity of new (E)-α-(Methoxyimino) benzeneacetate derivatives containing a substituted pyrazole ring

Strobilurins are one of the most important classes of agricultural fungicides. To discover new strobilurin analogues with high activity, a series of new strobilurin derivatives containing a substituted pyrazole in the side chain were synthesized and their biological activities were tested. The compounds were identified by 1H nuclear magnetic resonance, infrared, and elemental analysis. The test results indicated that the compounds exhibited strong fungicidal activities against Pyricularia oryzae, Phytophthora infestans, Pseudoperonospora cubenssi, and Erysiphe graminis. The relationship between structure and biological activity is discussed in terms of the effects of the substituents on the pyrazole ring. The present work demonstrates that strobilurin analogues with a 3-(substituted phenyl)-1 H-pyrazol-5-oxy side chain can be used as possible lead compounds for the development of potential agrochemicals.

Palladium-catalyzed carbonylation/acyl migratory insertion sequence

Chemical Equation Presented On the move: A palladium-catalyzed reaction of aryl iodides, diazo compounds or N-tosylhyd razones, and carbon monoxide affords β-oxo esters or ketones/ enones (see scheme; DCE = l,2-dichloroethane). The products are delivered with high efficiency through the title sequence.

RuCl2(PPh3)3 catalyzed isomerization of the Baylis-Hillman adducts

RuCl2(PPh3)3 catalyzed isomerization of the Baylis-Hillman adducts i.e. methyl 3-aryl-3-hydroxy-2-methylenepropanoates to methyl 3-aryl-2- methyl-3-oxopropanoates has been described.