35066-45-6

Upstream product

• 2261-95-2 2-trifluoromethyl-4-benzyl-Δ³-oxazolin-5-one 
• 143706-82-5 α-(pivaloyl)-α-(ethoxycarbonyl)methylenetriphenylphosphorane 

Downstream Products

• 10228-99-6 ethyl 4,4-dimethylpentanoate 
• 63212-76-0 t-butyl cyanoacetylene 
• 1225057-25-9 ethyl 5-(tert-butyl)-2-phenyloxazole-4-carboxylate 
• 107536-16-3 2-tert-Butyl-4-methoxy-3-oxo-4-phenyl-cyclobut-1-enecarboxylic acid ethyl ester 

Relevant academic research and scientific papers

Selective synthesis of trisubstituted pyrroles through the reactions of alkynyl Fischer carbene complexes with oxazolones

An efficient and simple synthesis of novel trisubstituted 1H-pyrroles 4a-qvia 1,3-dipolar cycloaddition of Δ3-trifluoromethyloxazolones 2a-d with both chromium and tungsten alkynyl Fischer carbene complexes (1a-h) is described. An unexpected and unreported -CF3 group elimination process was observed in the pyrrole structure. Our experimental and theoretical data suggested that the metal fragment may be responsible for this phenomenon. The dipolar cycloaddition proceeded efficiently to produce a single regioisomer, which was unambiguously established through NMR and single-crystal X-ray diffraction studies. Nevertheless, the reaction of alkynyl carbenes bearing an α,β,γ,δ-unsaturated moiety with excess oxazolone 2a produced a polycyclic compound 6 speculatively formed through a cascade reaction involving 1,6-, 1,4- and 1,2-nucleophilic addition steps.

Demonic axe-like conjugated alkynes in combating microbes

A new series of disubstituted alkynes was obtained by microwave induced internal splitting of the corresponding β-oxo- alkylidenetriphenylphosphoranes. The antimicrobial potential of these conjugated alkynes and phosphoranes was assayed in vitro against three Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis), three Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae) and five fungal strains (Aspergillus niger, Candida albicans, Aspergillus flavus, Candida rugosa, Saccharomyces cerevisiae). The 3-pyridylalkyne derivatives viz., 3-(6-chloropyridin-3-yl)propynenitrile (6a), 3-(2-chloropyridin-3-yl)propynenitrile (6b), ethyl 3-(6-chloropyridin-3-yl) propiolate (6c), iso-propyl 3-(6-chloropyridin-3-yl)propiolate (6d) and 3-(2,6-dichloro-5-fluoropyridin-3-yl)propynenitrile (6e) were found to be highly potent towards all tested microorganisms except E. coli.