86069-36-5

Upstream product

• 3815-30-3 4-(4-methoxyphenyl)-3-buten-2-one 
• 943-88-4 4-(p-methoxyphenyl)-3-butene-2-one 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 36914-18-8 3,4-Dibromo-4-(4-methoxy-phenyl)-butan-2-one oxime 
• 18797-94-9 N-[(1E)-2-(4-methoxyphenyl)ethenyl]acetamide 
• 36914-24-6 3-Bromo-4-chloro-4-(4-methoxy-phenyl)-butan-2-one oxime 
• 36914-26-8 C₁₁H₁₂BrClN₂O₃ 
• 70265-93-9 5-(4-methoxy-phenyl)-3-methyl-4,5-dihydro-isoxazol-4-ol 

Relevant academic research and scientific papers

Polysubstituted Indole Synthesis via Palladium/Norbornene Cooperative Catalysis of Oxime Esters

Polysubstituted indoles are prevalent in pharmaceuticals, agrochemicals, and organic materials. Presented herein is the fact that polyfunctionalized indoles can be efficiently constructed from easily accessible oxime esters and aryl iodides, involving a palladium/norbornene synergistic synthesis. The reaction is enabled by a unique class of electrophiles in palladium/norbornene cooperative catalysis, which are oxime esters derived from simple ketone. The broad substrate scope and high functional group tolerance could make this method attractive for the synthesis of polysubstituted indoles.

O-iodoxy benzoic acid–mediated synthesis of 3,5-diarylisoxazoles and isoxazole-3-carboxylic acids

A new, convenient, ecofriendly synthesis of 3,5-diarylisoxazoles is reported from a,b-unsaturated ketoximes. Similarly, a novel synthesis of isoxazole carboxylic acids is also reported. Both the methods use efficient, environmentally friendly, and nontoxic iodoxybenzoic acid (IBX) as an oxidative cyclizing reagent. Easy procedure, environmentally benign reaction conditions, and nontoxicity are advantages to the methodology.

Facile and selective synthesis of chloronicotinaldehydes by the Vilsmeier reaction

Eleven enamides were prepared by adopting different procedures. The various enamides prepared were subjected to Vilsmeier reaction using (i) POCl3/DMF; (ii) diphosgene/DMF; (iii) triphosgene/DMF leading to the formation of various multisubstituted chloronicotinaldehydes. Studies carried out indicate that Vilsmeier reagent concentration and the replacement of POCl3 by diphosgene or triphosgene, provides excellent selectivity and higher yields. Under modified reaction conditions one can get only chloronicotinaldehydes and not the chloropyridines as products. The various advantages in using diphosgene and triphosgene are illustrated. The mechanism of formation of chloronicotinaldehyde was discussed.