52829-68-2

Upstream product

• 52829-66-0 4-nitro-N-(prop-2-yn-1-yl)benzamide 
• 619-80-7 4-nitrobenzamide 
• 513-31-5 2-bromoallyl bromide 
• 122-04-3 4-nitro-benzoyl chloride 
• 2450-71-7 Propargylamine 
• 500886-91-9 C₁₀H₉ClN₂O₃ 
• 1469-70-1 allyl ethyl carbonate 

Downstream Products

• 1192720-01-6 5-(bromomethyl)-2-(4-nitrophenyl)oxazole 
• 1192720-00-5 2-(4-nitrophenyl)-5-(1-piperidylmethyl)oxazole 

Relevant academic research and scientific papers

The mckenna reaction – avoiding side reactions in phosphonate deprotection

The McKenna reaction is a well-known and popular method for the efficient and mild synthesis of organophosphorus acids. Bromotrimethylsilane (BTMS) is the main reagent in this reaction, which transforms dialkyl phosphonate esters into bis(trimethylsilyl)esters, which are then easily converted into the target acids. However, the versatile character of the McKenna reaction is not always used to its full extent, due to formation of side products. Herein, demonstrated by using model examples we have not only analyzed the typical side processes accompanying the McKenna reaction, but also uncovered new ones. Further, we discovered that some commonly recommended precautions did not always circumvent the side reactions. The proposed results and recommendations may facilitate the synthesis of phosphonic acids.

Zn(OTf)2-catalyzed, microwave-promoted synthesis of 2-substituted 5-methyloxazoles from propargylic amides

The versatile conversion of propargylic amides to the respective 2-substituted 5-methyloxazoles was efficiently catalyzed by Zn(OTf)2 (5 mol%) under microwave irradiation in toluene. The method was applicable to a wide range of aliphatic, aroma

Erratum to “Zn(OTf)2-catalyzed, microwave-promoted synthesis of 2-substituted 5-methyloxazoles from propargylic amides” (Tetrahedron Letters (2019) 60(11) (777–779), (S0040403919301182), (10.1016/j.tetlet.2019.02.011))

The publisher regrets that Tables 1 and 2 in the published article do not appear in the correct format. The tables have been corrected in the online article and can be seen here: The publisher would like to apologise for any inconvenience caused.

Readily switchable one-pot 5-exo-dig cyclization using a palladium catalyst

A convenient, ligand-free, Pd(OAc)2-catalyzed one-pot reaction has been developed for the synthesis of oxazolines and oxazoles from easily available acid chlorides and propargylamine. The reaction pathways could be easily modulated to selectively obtain oxazolines or oxazoles by merely changing the additives. This method proceeds via in situ sequential nucleophilic addition/elimination reactions followed by an intramolecular 5-exo-dig cycloisomerization reaction. An interesting observation in this case is the effect of an additive: a basic additive such as triethylamine resulted in the formation of 5-methylene oxazolines, while an acidic additive such as acetic acid resulted in the formation of 5-methyloxazoles. With the current protocol we are able to obtain good to moderate yields of the desired product without the need for the isolation of intermediates.

ANTI-INFECTIVE COMPOUNDS

The present invention relates to small molecule compounds having the general formula (I): wherein A is a moiety selected from the group consisting of formulae (A) to (K) and their use in the treatment of bacterial infections, in particular Tuberculosis.

Facile, selective, and regiocontrolled synthesis of oxazolines and oxazoles mediated by ZnI2 and FeCl3

An expedient method for a direct approach to the selective and regiocontrolled synthesis of 2-oxazolines and 2-oxazoles mediated by ZnI 2 and FeCl3 is described. A Lewis acid promoted cyclization of acetylenic amide with various func

Selective synthesis of gem -chlorofluorinated nitrogen-containing derivatives after superelectrophilic activation in superacid HF/SbF5

The first direct selective synthesis of novel gem-chlorofluorinated nitrogen-containing building blocks in superacid is reported. The dramatic role of the chlorine atom on the reaction is shown by in situ NMR experiments and allows the involvement of a novel original superelectrophilic activation process in superacid HF/SbF5 to be postulated.(Figure Presented)

Synthesis of oxazoles through Pd-catalyzed cycloisomerization-allylation of N-propargylamides with allyl carbonates

In the presence of Pd2(dba)3-Cy3P catalyst, IPr·HCl salt [IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], and Cs2CO3, N-propargylamides react with allyl carbonates to give 2,5-disubstituted o

A simple one-pot synthesis of 2-aryl-5-alkyl-Substituted oxazoles byCs 2CO3-Mediated Reactions of aromatic primary amides with 2,3-dibromopropene

A simple and efficient method for the synthesis of 2-aryl-5-alkyl- substituted oxazoles has been developed. A series of 2,5-disubstituted oxazoles were synthesized in a single step by Cs2CO3-mediated reactions of aromatic primary amides with 2,3-dibromopr

PYRROLE ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically and agriculturally acceptable salts thereof; wherein: R1, R2, R3, R4, R5, R6, A1, L1 and n are as defined herein. These compounds and their pharmaceutically acceptable salts are useful in prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.