40874-54-2

Upstream product

• 108-24-7 acetic anhydride 
• 1199-46-8 2-amino-4-tert-butylphenol 
• 64-19-7 acetic acid 
• 14777-27-6 methyl acetimidate hydrochloride 
• 17791-62-7 N-(5-(t-butyl)-2-hydroxyphenyl)acetamide 
• 68-12-2 N,N-dimethyl-formamide 
• 123-54-6 acetylacetone 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 3279-07-0 4-tert-butyl-2-nitrophenol 

Relevant academic research and scientific papers

Formal Carbene C-H Bond Insertion in the Cu(I)-Catalyzed Reaction of Bis(trimethylsilyl)diazomethane with Benzoxazoles and Oxazoles

A Cu(I)-catalyzed cross-coupling reaction of bis(trimethylsilyl)diazomethane and benzoxazoles/oxazoles is reported. A wide range of functional groups can be tolerated in this transformation. This reaction provides a new method to directly introduce a 1,1-bis(trimethylsilyl)methyl group into heteroaromatic C-H bonds. Subsequent transformations of 1,1-bis(trimethylsilyl)-methylated heteroaromatic compounds are also presented.

Metal free montmorillonite KSF clay catalyzed practical synthesis of benzoxazoles and benzothiazoles under aerobic conditions

An efficient method for the synthesis of benzoxazoles and benzothiazoles via montmorillonite KSF clay catalyzed condensation reaction between 2-aminophenols or 2-aminothiophenols and β-diketones is reported. The efficiency of the reaction reflects from the wide substrate scope with electronic differentiation on aryls. The reaction is metal free and proceeds without the exclusion of air or moisture, and further the catalyst can be recycled up to 3–5 catalytic cycles.

Synthesis of N-aryloxy-β-diketiminate ligands and coordination to zirconium, ytterbium, thorium, and uranium

Two examples of N-aryloxy-β-diketiminate dianions (11a,b) have been synthesized on a multigram scale, in four steps, from commercially available chemicals. The synthetic scheme relies on the sequential addition of 2,6-diisopropylaniline and 2-amino-4-tert-butylphenol (1a) (or 2-amino-4,6-di-tert-butylphenol (1b)) to acetylacetone, using Et 3OBF4 as an activation reagent. Both the nature of the activation reagent and the order of addition of the primary amines have a major impact on the outcome of the reaction, and acid catalysts (such as sulfuric acid or p-toluenesulfonic acid) lead to decomposition of the β-diketiminate backbone via formation of a benzoxazole derivative (3a,b). Using dianions 11a,b, mono- and bis(N-aryloxy-β-diketiminate) complexes of zirconium(IV), ytterbium(III), thorium(IV), and uranium(IV) have been synthesized (12-18), by salt metathesis reactions, and characterized by a combination of 1H/13C NMR spectroscopy, elemental analysis, and X-ray crystallography. The two ligands differ in their steric bulk and exhibit different coordination behaviors, which were rationalized on the basis of geometric considerations.

Regioselective syntheses of 2- and 4-formylpyrido[2,1-b]benzoxazoles

o-Acetaminophenols (2) reacted with Vilsmeier reagent under Meth-Cohn conditions to yield 2-formylpy-rido[2,l-6]benzoxazoles (5) unexpectedly besides the known compounds 2-(benzoxazol-2′-yl)-3-dimethylaminoacroleins (4). Refluxing 4 in acetic anhydride gave 4-formylpyrido[2,l-6]benzoxazoles (6), an isomer of 5. Both 5a and 6a were structurally characterized by X-ray crystallography. A mechanism for the formation of 5 involving sequential chlorination, dimerization, intramolecular elimination of HC1 to form the oxazole ring, formylation twice, and regioselective intramolecular nucleophilic cyclization to construct the pyridone ring is proposed.

FLUORESCENT MEMBRANE INTERCALATING PROBES AND METHODS FOR THEIR USE

The invention relates to a family of dyes which fluoresce in the UV-VIS, far red and near infrared wavelengths of the spectrum and possess asymmetric lipophilic alkyl chains. The dyes of the invention are soluble in commercially available membrane stainin