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Upstream product

• 41602-56-6 4-dimethylamino-2-hydroxy-benzaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 108-59-8 malonic acid dimethyl ester 
• 99-07-0 3-Dimethylaminophenol 
• 108-24-7 acetic anhydride 
• 15568-85-1 5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione 

Relevant academic research and scientific papers

3-carboxylic acid and formyl-derived coumarins as photoinitiators in photo-oxidation or photo-reduction processes for photopolymerization upon visible light: Photocomposite synthesis and 3d printing applications

In this paper, nine organic compounds based on the coumarin scaffold and different substituents were synthesized and used as high-performance photoinitiators for free radical pho-topolymerization (FRP) of meth(acrylate) functions under visible light irradiation using LED at 405 nm. In fact, these compounds showed a very high initiation capacity and very good polymerization profiles (both high rate of polymerization (Rp) and final conversion (FC)) using two and three-component photoinitiating systems based on coum/iodonium salt (0.1%/1% w/w) and coum/iodonium salt/amine (0.1%/1%/1% w/w/w), respectively. To demonstrate the efficiency of the initiation of photopolymerization, several techniques were used to study the photophysical and photochemical properties of coumarins, such as: UV-visible absorption spectroscopy, steady-state photolysis, real-time FTIR, and cyclic voltammetry. On the other hand, these compounds were also tested in direct laser write experiments (3D printing). The synthesis of photocomposites based on glass fiber or carbon fiber using an LED conveyor at 385 nm (0.7 W/cm2 ) was also examined.

Visible-light-induced regioselective alkylation of coumarins via decarboxylative coupling with N-hydroxyphthalimide esters

An efficient photocatalytic decarboxylative 3-position alkylation of coumarins by using alkyl N-hydroxyphthalimide esters as alkylation reagents has been developed. A variety of NHP esters derived from aliphatic carboxylic acids (primary, secondary, and tertiary) has been proved to be tolerated for this decarboxylation process, affording a broad scope of 3-alkylated coumarin derivatives in moderate to excellent yields. This protocol was highlighted by its mild conditions, readily available starting materials, operational simplicity, and wide functional group tolerance.

Fluorescent probe based on fluorescence quenching effect of coumarin on NO2, preparation method and application thereof

The invention discloses a fluorescent probe based on fluorescence quenching effect of coumarin on NO2, a preparation method and application thereof. The preparation method includes: utilizing 3-N, N-dimethylamino phenol, phosphorous oxychloride and anhydrous DMF to prepare 4-N, N-dimethylamino-2-hydroxy-benzaldehyde, then utilizing 4-N, N-dimethylamino-2-hydroxy-benzaldehyde and ethyl(triphenylphosphoranylidene)acetate to prepare 7-N, N-dimethylamino-coumarin, then reacting the 7-N, N-dimethylamino-coumarin with anhydrous DMF to obtain 7-N, N-dimethylamino-3-aldehyde coumarin, and finally utilizing 7-N, N-dimethylamino-3-aldehyde coumarin to react with hydroxylamine hydrochloride and triethylamine to obtain the probe 7-N, N-dimethylamino-3-oximino coumarin. The probe can be used for detecting NO2, when detection action occurs between the probe and NO2, the fluorescence intensity quenches by 98%.

To NO based on coumarin2In the autologous strong effect of fluorescent probe and its preparation method and application (by machine translation)

The invention discloses a NO based on coumarin to2 In the autologous strong effect of fluorescent probe and its preparation method and application. The use of 3 - N, N - dimethylamine phthalimidephenol, phosphorus oxychloride and anhydrous DMF preparation 4 - N, N - dimethylamino - 2 - hydroxy - benzene formaldehyde, then using 4 - N, N - dimethylamino - 2 - hydroxy - benzene formaldehyde and triphenylphosphine alkenyl ethyl acetate preparation 7 - N, N - dimethylamino coumarin -, for the production of phosphorus oxychloride and anhydrous DMF reaction 7 - N, N - dimethylamino - 8 - aldehyde coumarin, finally the use of 7 - N, N - dimethylamino - 8 - aldehyde coumarin and hydroxylamine hydrochloride, triethylamine reaction to obtain the probe 7 - N, N - dimethylamino - 8 - oximino coumarin, the probes can be used for to NO2 Detecting, with the NO probe2 After the occurrence of detection, fluorescence intensity is enhanced 6.7 times. (by machine translation)

Temperature insensitive fluorescence intensity in a coumarin monomer-aggregate coupled system

The emission intensities of a fluorescent monomer-aggregate coupled system, based on 7-(dimethylamino)-coumarin-3-carbaldehyde, exhibit ultra-low temperature dependence with a low temperature coefficient of only 0.05% per °C, by judicious selection of the excitation wavelength. This finding has significant implications to temperature-sensitive fluorescent applications.

A practical one-pot synthesis of coumarins in aqueous sodium bicarbonate via intramolecular Wittig reaction at room temperature

An efficient, simple and relatively inexpensive method for the synthesis of coumarins in aqueous sodium bicarbonate at ambient temperature has been developed. It features an intramolecular Wittig reaction of substituted 2-formylphenyl 2-bromoacetate in saturated aqueous sodium bicarbonate. Its advantages include benign reaction conditions, easy work-up and good overall yield with short reaction time. Various substituted coumarins have been synthesized by utilizing this methodology. This journal is

Synthesis and study of novel coumarin derivatives potentially utilizable as memory media

Novel coumarin derivatives, 2-oxo-2H-chromenecarbaldehyde hydrazones were prepared by reaction of substituted 2-oxo-2H-chromenecarbaldehydes with N-aminoimides in ethanol in the presence of 4-toluenesulfonic acid as catalyst. The photochromic and thermochromic properties of the prepared compounds were investigated.

Yb(OTf)3-catalyzed reactions of 5-alkylidene Meldrum's acids with phenols: One-pot assembly of 3,4-dihydrocoumarins, 4-chromanones, coumarins, and chromones

The Yb(OTf)3-catalyzed annulation reactions of phenols with 5-alkylidene Meldrum's acids enabled the synthesis of structurally diverse heterocycles in high isolated yields. A series of 4-substituted 3,4-dihydrocoumarins, 2,2-disubstituted 4-chromanones, coumarins, and 2-substituted chromones were readily and efficiently assembled, including the naturally occurring coumarins citropten, scoparone, and ayapin. Addition of phenols to biselectrophilic 5-alkylidene Meldrum's acids proceeded through two distinct multibond-forming modes: Friedel-Crafts C-alkylation/(O-acylation and Friedel-Crafts C-acylation/O-alkylation. The regioselectivity of the catalytic annulation reaction was controlled by the degree of substitution on the alkylidene moiety.

3-[4-(Bromomethyl)phenyl]-7-(diethylamino)-2H-1-benzopyran-2-one (MPAC-Br): A highly sensitive fluorescent derivatization reagent for carboxylic acids in high-performance liquid chromatography

7-Dimethylaminocoumarin derivatives were synthesized and the characteristics of their absorption and emission spectra were investigated. Among them, 3-aryl-7-dimethylaminocoumarins were shown to be promising candidates as the fluorogenic groups for highly sensitive derivatization reagents. Based on the spectroscopic studies, 3-[4-(bromomethyl)phenyl]-7-(diethylamino)-2H-1-benzopyran-2-one (MPAC-Br) was designed and synthesized as a fluorescent derivatization reagent for carboxylic acids in HPLC. Saturated carboxylic acids (C4-C18) were derivatized almost quantitatively into the corresponding fluorescent MPAC-esters by treatment with MPAC-Br. The MPAC-esters of these acids were clearly separated on a reversed-phase HPLC column (Inertsil ODS-2, mobile phase: methanol-water, excitation wavelength 403 nm; emission wavelength 474 nm). The detection limit (S/N=17) of lauric acid, as a test compound, was 15fmol/10μl.