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Suzuki-Miyaura (SM) cross-couplings of 2-pyridyl MIDA boronates can be successfully carried out in the complete absence of copper by attenuation of the Lewis basicity associated with the pyridyl nitrogen using selected substituents (e.g., fluorine or chlorine) on the ring. This strategy imparts additional synthetic options compared with existing approaches based on the use of Lewis acids or N-oxides. Thus, access to highly valued 2-substituted pyridyl rings via an initial Suzuki-Miyaura coupling can be followed by dehalogenation, SNAr reactions, or a second SM coupling to arrive at 2,6-disubstituted pyridyl arrays, all run in a single pot, enabled by micellar catalysis in water. Accessing targets within drug-like space is demonstrated in a four-step, one-pot sequence. Computational data suggest that the major role being played by electron-withdrawing substituents in promoting these cross-couplings without the need for copper is to slow the rates of protodeboronation of intermediate 2-pyridylboronic acids.

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A review with 1811 references about transition metal catalyzed or mediated reactions and functional group preparations is presented.

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A metal-free, innate, and practical C-H formylation of nitrogen heterocycles using trioxane as a formyl equivalent is reported. This reaction provides a mild and robust method for modifying medicinally relevant heterocycles with an aldehyde handle. The use of an organic soluble oxidant, tetrabutylammonium persulfate, is critical in promoting the desired coupling.

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In this investigation, quinoxaline derivatives namely, 2-(5-(2-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)naphtho[2,3-d]thiazole (CPTQ) and 2-(3,5-diphenyl-4,5-dihydro-1H-pyrazol-1-yl)naphtho[2,3-d]thiazole (DPTQ) were synthesized and applied as corrosion inhibitors for mild steel (MS) in15% HCl solution. The corrosion inhibition behaviour of CPTQ and DPTQ was studied through weight loss measurement, potentiodynamic polarization and electrochemical impedance spectroscopy (EIS). The maximum corrosion inhibition efficiency of DPTQ and CPTQ was found to be 96.01 and 95.62%, respectively at 100 ppm concentration and 303 K temperature. Potentiodynamic polarization studies showed that CPTQ and DPTQ act as mixed type inhibitors. Surface morphology of uninhibited and inhibited MS specimens was characterized using AFM and SEM studies. DFT, molecular dynamic simulations and calculation of Fukui functions were performed for correlation of theoretical parameters with the experimental results.

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Cross-coupling reaction involving Cu catalysed carbene migratory insertion with N-tosylhydrazones as the reaction partner with various substituted cyanuric chloride were studied, which has been recognized as a new type of cross-coupling reaction. Cu-carbene migratory insertion is proposed to play the key role in this transformation to form C-C bond from heterohalides with various tosylhydrazones. Salient features of this reactions are (i) no stoichiometric organometallic reagents are required (ii) less toxic and step economical reaction (iii) easy to handle, to get moderate to excellent yields. Outcome of this reaction produces 1,1-heterodiaryl alkanes.

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Quinoxaline – Wikipedia,
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This invention relates to inhibitors of CETP and methods for producing these inhibitors. The invention also provides pharmaceutical compositions comprising the inhibitors of the invention and methods of utilizing the inhibitors and pharmaceutical compositions in the treatment and prevention of various disorders mediated by CETP.

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Quinoxaline – Wikipedia,
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The one-pot reaction of 2-chloroquinoxaline with phenoxide ion derivatives utilizing Ag+ as catalyst provided an efficient method for the preparation of five novel quinoxaline derivatives.

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The present invention concerns compounds of formula I or pharmaceutically acceptable salts thereof, which inhibit HIF prolyl hydroxylase, their use for enhancing endogenous production of erythropoietin, and for treating conditions associated with reduced endogenous production of erythropoietin such as anemia and like conditions, as well as pharmaceutical compositions comprising such a compound and a pharmaceutical carrier.

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Background: Michaelis-Arbuzov reaction is one of the well studied reaction in phosphorus chemistry and used for the synthesis of phosphonates, phosphinates and phosphine oxides. Phosphonates are not only versatile intermediates in synthetic organic chemistry but also plays a vital role in biological activity. The usage of niobium(V) chloride as a catalyst has attracted the considerable attention due to its low hygroscopic character, high stability, cost effective, low loading and ease of handling. Methods: The present study describes the synthesis of a series of various aryl/heterocyclic substituted phosphonates/phosphinates of 2-chloroquinoxaline 3(a-e) and 6-iododibenzo[d,f][1,3]dioxepine 5(a-e) using an expeditious catalyst, niobium(V) chloride by Michaelis-Arbuzov reaction and evaluated their antimicrobial and antioxidant activities. Results: A simple, efficient and new synthetic protocol was developed for the synthesis of quinoxalinyl and dibenzodioxepinyl phosphonate/phosphinate derivatives (3a-e/5a-e) in good yields using niobium(V) chloride as a catalyst. Biological data revealed that compound 5c exhibited potent antimicrobial activity and the compounds 3e and 5e good antioxidant activity. Conclusion: From the results it was concluded that niobium(V) chloride was an efficient catalyst for the synthesis of quinoxalinyl and dibenzodioxepinyl phosphonate/phosphinate derivatives and also exhibited good antimicrobial and antioxidant activities.

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Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in <10 min), followed by functionalization of the C?Cl site (in <25 min), at room temperature using the same air- and moisture-stable PdI dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds. Do you like my blog? If you like, you can also browse other articles about this kind. Thanks for taking the time to read the blog about 1448-87-9 Reference:
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