97015-53-7

Upstream product

• 100979-00-8 N--4-methoxy-benzamid 
• 451-40-1 phenyl benzyl ketone 
• 874-90-8 4-methoxybenzonitrile 
• 10374-29-5 N-benzylidenebenzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 3424-93-9 4-methoxyphenylacetamide 
• 1484-50-0 desyl bromide 
• 1494-20-8 2,2-difluoro-1,2-diphenylethan-1-ol 
• 2248-46-6 ethyl 2,2-difluoro-2-phenylacetate 
• 591-51-5 phenyllithium 
• 591-50-4 iodobenzene 
• 129803-25-4 α-Cyanobenzyl p-Methoxybenzoate 
• 98-80-6 phenylboronic acid 
• 532-28-5 (RS)-mandelonitrile 

Relevant academic research and scientific papers

Sonochemical synthesis of polyarylated oxazoles as potential cytotoxic agents

The ultrasound assisted facile, rapid and one-pot synthesis of 2-aryl substituted 4,5-diphenyloxazoles was achieved via the reaction of commercially available benzoin (or 2-hydroxy-2-phenylacetophenone) with benzylamines in the presence of IBX under mild conditions. The methodology involved initial IBX mediated conversion of benzoin to benzil and then reaction with benzylamine followed by intramolecular cyclization (C[sbnd]O bond formation) and finally aromatization in the presence of air in the same pot. The methodology afforded a variety of desired products that were assessed for their cytotoxic properties against a number of cancerous and a non-cancerous cell lines. Compounds 3h, 3n and 3o showed promising growth inhibition of these cell lines except the non-cancerous one and interactions with SIRT1 in silico as well as in vitro.

Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins

A palladium-catalyzed tandem reaction of cyanomethyl benzoates with arylboronic acids has been achieved. Substitution at the 2-position of cyanomethyl benzoates was found to be crucial for the selective synthesis of oxazoles and isocoumarins. Cyanomethyl

Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles

The properties of C?F bonds, including high thermal and chemical stability, make derivatization of organic fluorine-containing compounds by the activation of the C?F bond and subsequent functionalization quite challenging. We herein report a Lewis acid-mediated defluorinative cycloaddition/aromatization cascade of 2,2-difluoroethanols with nitriles as a novel synthetic method for the preparation of 2,4,5-trisubstituted oxazoles. This reaction, which involves cleavage of two C?F bonds and the consecutive formation of C?O and C?N bonds in a one-pot fashion, features a broad substrate scope and moderate to high reaction yields. Mechanistic studies revealed that the reaction is initiated by the Lewis acid-mediated ring closure of the 2,2-difluoroethanol to produce the fluoroepoxide intermediate. (Figure presented.).

A Divergent Approach to Indoles and Oxazoles from Enamides by Directing-Group-Controlled Cu-Catalyzed Intramolecular C-H Amination and Alkoxylation

A directing-group-controlled, copper-catalyzed divergent approach to indoles and oxazoles from enamides has been developed. The picolinamide-derived enamides undergo the intramolecular aromatic C-H amination in the presence of a Cu(OPiv)2 catalyst and an MnO2 oxidant to form the corresponding indoles in good yields. On the other hand, simpler aryl- or alkyl-substituted enamides are converted to the 2,4,5-trisubstituted oxazole frameworks via vinylic C-H alkoxylation under identical conditions. The copper catalysis can provide uniquely divergent access to indole and oxazole heteroaromatic cores of great importance in medicinal and material chemistry.

Synthesis of 2,4- and 2,4,5-substituted oxazoles via a silver triflate mediated cyclization

2,4- and 2,4,5-substituted oxazoles were prepared from a broad range of bromo-ketones and amides in high yield and purity.

An efficient synthesis of trisubstituted oxazoles via chemoselective O-acylations and intramolecular Wittig reactions

Preparation of new types of trisubstituted oxazoles is realized via chemoselective O-acylations and intramolecular Wittig reactions with ester functionalities using in situ formed phosphorus ylides as key intermediates. A plausible reaction mechanism for this undiscovered chemistry is also proposed based on the existence of expected and rearranged isomeric oxazoles.

CuI-catalyzed and air promoted oxidative cyclization for one-pot synthesis of polyarylated oxazoles

A facile CuI-catalyzed and air promoted oxidative cyclization was developed for the synthesis of polyarylated oxazoles. By virtue of this method, a variety of arylated oxazoles could be easily synthesized from readily available starting materials at room temperature in air. The Royal Society of Chemistry 2013.

Synthesis of 2-substituted 4,5-diphenyloxazoles under solvent-free microwave irradiation conditions

A novel method for the direct conversion of deoxybenzoin into 2-alkyl-4,5-diphenyloxazoles and 2-aryl-4,5-diphenyloxazoles has been developed using treatment of HTIB and nitriles under solvent-free microwave irradiation conditions. Copyright Taylor & Fran

REACTION OF HYDROXYMETHYL ARYL KETONES WITH AROMATIC HYDROCARBONS

The readily obtainable products from the condensation of arylglyoxals with carboxamides react with benzene and its analogs in the presence of concentrated sulfuric acid or phosphorus pentoxide in trifluoroacetic acid with the formation of arylmethyl aryl ketones, which are used for the synthesis of substituted azoles.