34075-91-7

Upstream product

• 108-24-7 acetic anhydride 
• 98-86-2 acetophenone 
• 4728-02-3 3-benzoylpentane-2,4-dione 
• 93-91-4 1-phenylbutan-1,3-dione 
• 7637-07-2 boron trifluoride 
• 120-46-7 1,3-diphenylpropanedione 
• 109-63-7 boron trifluoride diethyl etherate 
• 109-63-7 trifluoroborane diethyl ether 
• 372-53-2 butyl-difluoro-borane 
• 63947-74-0 C₁₁H₁₁BF₂O₃ 
• 917-54-4 methyllithium 
• 1822-00-0 trimethylsilylmethyllithium 

Downstream Products

• 23652-90-6 (2Z)-3-amino-1-phenylbut-2-en-1-one 
• 76943-79-8 (Z)-3-(isopropylamino)-1-phenylbut-2-en-1-one 
• 3729-90-6 3-methyl-1,5-diphenyl-1H-pyrazole 
• 10250-58-5 1,3-dimethyl-5-phenyl-1H-pyrazole 
• 7721-58-6 3-methylamino-1-phenylbut-2-en-1-one 
• 956186-38-2 1-(benzothiazol-2-yl)-5-phenacylpyrazole 
• 945910-10-1 5-dimethylamino-1-phenylhex-4-ene-1,3-dione difluoroboroncomplex 
• 2344-70-9 1-phenyl-3-butanol 

Relevant academic research and scientific papers

A new and a convenient route to enaminones and pyrazoles

A new method has been developed for the regioselective preparation of enaminones and pyrazoles from 1,3-diketonatoboron difluorides. The reactions proceed smoothly under mild reaction conditions, producing enaminones and pyrazoles in high yields.

Unexpected long room-temperature phosphorescence lifetimes of up to 1.0 s observed in iodinated molecular systems

We investigate the heavy atom effect on difluoroboron(iii) β-diketonate (BF2bdk) luminescent compounds. The iodine-substituted BF2bdk powders with 38 wt% iodine substituents show insignificant afterglow at 77 K. Unexpectedly, when do

BX 3-Mediated Intermolecular Formation of Functionalized 3-Halo-1 H-indenes via Cascade Halo-Nazarov-Type Cyclization

A BX 3-promoted, intermolecular regioselective synthesis of 3-halo-functionalized 1 H-indenes from 4-oxo-4 H-chromene-3-carb?-aldehydes and alkynes has been developed. BX 3 displays a dual role of Lewis acid catalyst and halide source for haloallyl cation formation for the intended halo-Nazarov-type cyclization. The overall transformation represents an efficient cascade annulation that employs readily available starting materials, inexpensive reagents and a convenient and mild reaction procedure to generate halo-functionalized indenes (45 examples). The reaction was also extended to 8-formylcoumarins to deliver coumarin-based 3-halo-1 H-indenes in 79-95percent yield (6 examples). The reaction involves conversion of the aldehyde into an sp 3 carbon with two new C-C bonds and additionally a C-X bond is formed (X = halide).

ONE-STEP, FAST, 18F-19F ISOTOPIC EXCHANGE RADIOLABELING OF DIFLUORO-DIOXABORININS AND USE OF SUCH COMPOUNDS IN TREATMENT

A compound according to Formula (I) or a pharmaceutically acceptable salt and/or solvate thereof, wherein X1 and X2 are each independently 18F or 19F; R1 and R2 are each independently alkyl, amine, perfluoroalkyl, alkenyl, alkynyl, aryl, or aralkenyl; and R3 is H, halo, alkyl, alkyl ester, alkenyl, alkynyl, aryl, or aralkenyl; or wherein: R1 and R3 or R2 and R3 join to form a 6-membered cycloalkyl or heterocyclyl; or R1 and R3, R2 and R3, or R1, R2, and R3 join to form a substituted or unsubstituted polycyclic ring, wherein the polycyclic ring comprises fused cycloalkyl, heterocycloalkyl, aryl, or heteroaryl rings.

Dicyanoboron diketonate dyes: Synthesis, photophysical properties and bioimaging

A new class of dicyanoboron diketonates (B(CN)2) was synthesized and the photophysical properties were investigated. The B(CN)2 complexes exhibited high molar absorption coefficients, large Stokes shifts, high photostability and low cytotoxicity. Especially, the emission of the B(CN)2 extended into the deep red region. The extensive π conjugation and the presence of intramolecular charge transfer (ICT) transitions are responsible for their red-shifted emission. Their fluorescence are very sensitive to the polarity of the solvents. They are highly emissive in low polarity solvents, but weakly fluorescent in polar solvents. Cell imaging experiments demonstrated its potential application as a probe in bioorganisms due to its excellent imaging contrast. This strategy represents a facile approach to modulate the photophysical properties of dyes.

Synthesis of quinolizin-2-one and pyrido[1,2-a]azepin-2-one derivatives from difluoroboron complexes of aroylacetones and O-methyllactims

O-Methyllactims react at the methyl group of difluoroboron complexes of aroylacetones with the formation of condensation products, novel difluoroboron chelates of 1-aryl-4-(piperi-din-2-ylidene)butane-1,3-diones and 1-aryl-4-(azepan-2-ylidene)butane-1,3-diones, which upon the action of concentrated HCl in ethanol are transformed into the corresponding quino-lizin-2-one and pyrido[1,2-a]azepin-2-one derivatives.

Selective addition of organolithium reagents to BF2-chelates of β-ketoesters

A short, mild, and highly chemoselective addition of organolithium reagents to a BF2 complex of 3-oxopropanoates has been developed. The methodology allows straightforward preparation of various 1,3-dioxa-BF 2 complexes and subsequently leads to the formation of 1,3-diketones starting from the corresponding 3-oxopropanoates.

Synthesis and characterization of polycarbonyl compounds via their BF 2-adducts

A cobalt-catalyzed 1,4-hydrovinylation reaction is the key step in the synthesis of 1,3-dicarbonyl and higher tri- and tetracarbonyl compounds after ozonolysis of the 1,4-diene intermediates. For the isolation and characterization of the products, the 1,3-dicarbonyl subunits were complexed with a BF2- or a BR2-fragment eliminating the keto-enol tautomerisation. Other 2,3-disubstituted 1,3-butadienes can be generated by a Grubbs enyne metathesis of a symmetrical internal alkyne with ethene. After hydrovinylation and ozonolysis, other 1,3-diketones are accessible.

Synthesis of 3-arylazo-1H-pyridazin-4-ones from difluoroboron chelates of 1,3-diketones

A convenient method for the synthesis of 6-R-3-arylazo-1H-pyridazin-4-ones from difluoroboron chelates of acetylacetone and aroylacetones was developed. The method is based on the ability of the methyl group of the chelates to react with two equivalents of a diazonium salt.

Synthesis of pyrazolo[1,5-c]pyrimidines from difluoroboron chelates of aroylacetones

A convenient method was developed for the synthesis of derivatives of 6H-pyrazolo[1,5-c]pyrimidine-7-thione and 7-aminopyrazolo[1,5-c]pyrimidine from difluoroboron chelate complexes of aroylacetones, amide acetals, and thiosemicarbazide or aminoguanidine.