Month: November 2022

Schlosser, Manfred published the artcileThe structural proliferation of 2,6-difluoropyridine through organometallic intermediates, Quality Control of 685517-67-3, the main research area is difluoropyridine reaction; pyridine difluoro reaction.

Contrary to a literature claim, 2,6-difluoropyridine-3-carboxaldehyde can be readily prepared by consecutive treatment of 2,6-difluoropyridine with lithium diisopropylamide and N,N-dimethylformamide. Regioselective displacements of fluorine from the aldehyde by nucleophiles were carried out. To demonstrate the versatility of the organometallic approach, some two dozens of further 2,6-difluoropyridine derivatives were prepared applying a combination of modern organometallic methods such as site selective hydrogen/metal and halogen/metal permutations and deprotonation-triggered heavy halogen migrations.

European Journal of Organic Chemistry published new progress about difluoropyridine reaction; pyridine difluoro reaction. 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Quality Control of 685517-67-3.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Hedidi, Madani published the artcileDeprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships, Recommanded Product: 2,6-Difluoro-3-iodopyridine, the main research area is pyridine deprotometalation regioselectivity CH acidity relationship DFT B3LYP G3MP2B3.

A series of methoxy- and fluoro-pyridines have been deprotometalated in THF at room temperature by using a mixed lithium-zinc combination obtained from ZnCl2·TMEDA (TMEDA=N,N,N’,N’-tetramethylethylenediamine) and LiTMP (TMP=2,2,6,6-tetramethylpiperidino) in a 1:3 ratio, and the metalated species intercepted by iodine. Efficient functionalization at the 3 position was observed from 4-methoxy, 2-methoxy, 2,6-dimethoxy, 2-fluoro and 2,6-difluoropyridine, and at the 4 position from 3-methoxy and 2,3-dimethoxypyridine. Interestingly, clean dideprotonation was noted from 3-fluoropyridine (at C2 and C4) and 2,6-difluoropyridine (at C3 and C5). The obtained regioselectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase (DFT B3LYP and G3MP2B3 levels) and in THF solution In the case of methoxypyridines, the pKa values have also been calculated for complexes with LiCl and LiTMP.

Tetrahedron published new progress about Acidity. 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Recommanded Product: 2,6-Difluoro-3-iodopyridine.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Blanksma, J. J. published the artcileSweet taste of the 1-halo-2-amino-4-nitrobenzenes, Application In Synthesis of 105752-04-3, the main research area is .

2,4-(O2N)2C6H3F (10 g.) in 50 cc. EtOH and 100 cc. H2O, reduced with 30 g. SnCl2 in dilute HCl and the reduction product distilled with steam, gives, as the nonvolatile fraction, 2,4-O2N(H2N)C6H3F, m. 96°, which is tasteless (Ac derivative, m. 139°, also tasteless); the volatile fraction is 2,4-H2N(O2N)C6H3F, m. 102°; 1 g. in 100 cc. H2O is 40 times as sweet as a solution of 1 g. of sucrose in 100 cc. H2O (used as a standard in all tests); the Ac derivative, m. 178°, is tasteless, as is the 3,5-di-Br derivative, pale yellow, m. 119°. 2,4-H2N(O2N)C6H3Cl is 400 times as sweet as glucose; 100 mg. are soluble in 1 l. H2O at 17°, and 1.5 g. distill with 1000 g. steam; the di-Ac derivative, m. 70°, is tasteless, as is the 3,5-di-Br derivative, m. 99°. 2,4-H2N(O2N)C6H3Br is 800 times as sweet as sucrose; 60 mg. is soluble in 1 l. of H2O at room temperature; 600 mg. pass over with 1 l. steam; the di-Ac derivative, m. 105°; the Bz derivative m. 168°; the carbomethoxy derivative m. 164°; these, as well as the mono-Ac derivative, are tasteless. 2,4-O2N(H2N)C6H3Br and its derivatives are tasteless. 2,4-H2N(O2N)C6H3I, m. 158°, is 1250 times as sweet as sucrose; only 25 mg. pass over with 1 l. H2O and 10 mg. dissolve in 1 l. H2O at room temperature; the 4,2-isomer, m. 142°, is tasteless, as are the Ac and 1,5-I2 derivatives

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about Sweetness. 105752-04-3 belongs to class iodides-buliding-blocks, name is 4-Iodo-3-nitroaniline, and the molecular formula is C6H5IN2O2, Application In Synthesis of 105752-04-3.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Blanksma, J. J. published the artcileSweet taste of 4-nitro-2-aminotoluene, 4-nitro-2-aminobenzoic acid, and 2-nitro-4-aminobenzoic acid, Recommanded Product: 4-Iodo-3-nitroaniline, the main research area is .

4,2-O2N(H2N)C6H3Me, m. 107°, is 330 times as sweet as sucrose. 2,4-O2N(H2N)C6H3Me, m. 78°, is tasteless with a faintly bitter after-taste. The Ac derivatives of the 2 isomers are tasteless. 4,2-O2N(AcHN)C6H3Me (1 g.) in 250 cc. H2O, oxidized with 1.6 g. KMnO4 in 100 cc. H2O (refluxing 3 hrs.), and the Ac derivative (m. 215°) hydrolyzed with concentrated HCl in EtOH, gives 4,2-O2N(H2N)C6H3CO2H, m. 264°, which is 25 times as sweet as sugar; the Ac derivative, the Me ester, and its Ac derivative, m. 144°, are tasteless. 2,4-O2N(H2N)C6H3CO2H, m. 239°, is 120 times as sweet as sucrose; the Na salt is also very sweet but the Ac derivative is tasteless. o-HOC6H4CO2H has a relative degree of sweetness of 4 but the Na salt is 28 times as sweet as sucrose. There is no noticeable relation between the sweet taste and the local anesthetic activity of these compounds

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about Sweetness. 105752-04-3 belongs to class iodides-buliding-blocks, name is 4-Iodo-3-nitroaniline, and the molecular formula is C6H5IN2O2, Recommanded Product: 4-Iodo-3-nitroaniline.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Wen-Pei published the artcileAcid-Free Copper-Catalyzed Electrophilic Nitration of Electron-Rich Arenes with Guanidine Nitrate, SDS of cas: 21784-73-6, the main research area is arene guanidine nitrate copper catalyst electrophilic nitration; nitroarene preparation.

A practical copper-catalyzed nitration of electron-rich arenes with trimethylsilyl chloride and guanidine nitrate is reported. A variety of nitrated products were generated in moderate to excellent yields (32%-99%) at ambient temperature under acid free, open-flask and operationally simple conditions.

Journal of Organic Chemistry published new progress about Nitration. 21784-73-6 belongs to class iodides-buliding-blocks, name is 4-Iodo-2-nitrophenol, and the molecular formula is C6H4INO3, SDS of cas: 21784-73-6.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Mineno, Masahiro published the artcileIntegrated Cross-Coupling Strategy for an α-Carboline-Based Aurora B Kinase Inhibitor, Quality Control of 153034-78-7, the main research area is ethylsulfonylphenyldimethylmethylpiperidinylpyridoindolecarboxamide preparation Aurora B kinase inhibitor; aniline Buchwald Hartwig amination arylation Suzuki coupling Sandmeyer iodination.

An efficient and practical synthetic process for an α-carboline-based Aurora B kinase inhibitor I was achieved using an integrated Pd-catalyzed cross-coupling strategy. The process features a mild and efficient method for construction of the α-carboline core by employing a Pd-catalyzed sequence of Buchwald-Hartwig amination and intramol. direct C-H arylation at the ortho position of an unsubstituted aniline moiety, which is a key functionality for further derivatization with a Suzuki coupling via Sandmeyer iodination. The process has eliminated expensive starting materials and column chromatog. purifications and enabled considerable enhancement of the total yield from 11% to 48%.

Journal of Organic Chemistry published new progress about Arylation. 153034-78-7 belongs to class iodides-buliding-blocks, name is 2-Fluoro-3-iodo-5-methylpyridine, and the molecular formula is C6H5FIN, Quality Control of 153034-78-7.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Tasch, Boris O. A. published the artcileOne-Pot Synthesis of Camalexins and 3,3′-Biindoles by the Masuda Borylation-Suzuki Arylation (MBSA) Sequence, Formula: C13H13ClINO2, the main research area is camalexin biindole Masuda borylation Suzuki arylation.

The Masuda borylation/Suzuki arylation (MBSA) sequence starting from N-protected 3-iodoindoles has successfully been extended to the coupling of five-membered heterocycles and indoles in the arylation step, which could not be achieved with previously developed MBSA methods. By this approach the one-pot nature of the method and the use of a simple catalyst system was retained. The applicability of the method was demonstrated by the facile synthesis of camalexins and 3,3′-biindoles, compounds of special interest due to their pronounced antifungal, antimicrobial and cytotoxic activities.

European Journal of Organic Chemistry published new progress about Arylation. 1048039-49-1 belongs to class iodides-buliding-blocks, name is tert-Butyl 5-chloro-3-iodo-1H-indole-1-carboxylate, and the molecular formula is C13H13ClINO2, Formula: C13H13ClINO2.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Yibiao published the artcileAccess to 2-pyridinylamide and imidazopyridine from 2-fluoropyridine and amidine hydrochloride, Computed Properties of 153034-78-7, the main research area is pyridinylamide preparation; fluoropyridine amidation amidine hydrochloride chemoselective; imidazopyridine preparation chemoselective regioselective.

Under catalyst-free conditions, an efficient method to synthesize 2-pyridinylamides has been developed, and the protocol uses inexpensive and readily available 2-fluoropyridines and amidine derivatives as the starting materials. Simultaneously, the copper-catalyzed approach to imidazopyridine derivatives has been established with high chemoselectivity and regiospecificity. The results suggest that the nitrogen-heterocycles containing iodide substituents can also be compatible for the reaction via the cascade Ullmann-type coupling, and the nucleophilic substitution reaction provides the target products in a one-pot manner.

Organic & Biomolecular Chemistry published new progress about Amidation. 153034-78-7 belongs to class iodides-buliding-blocks, name is 2-Fluoro-3-iodo-5-methylpyridine, and the molecular formula is C6H5FIN, Computed Properties of 153034-78-7.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Bartos, Paulina published the artcileSubstituent effects on the electronic structure of the flat Blatter radical: correlation analysis of experimental and computational data, Application of 4-Iodo-2-nitrophenol, the main research area is phenyl triazinophenoxazinyl preparation crystal structure substituent effect.

A series of C(10)-substituted derivatives of 2-Ph-3H-[1,2,4]triazino[5,6,1-kl]phenoxazin-3-yl was obtained using the aza-Pschorr, photochem. and radical-induced cyclization reactions, and through functional group transformations of the C(10)-amino and C(10)-iodo derivatives The iodo derivative underwent Pd-catalyzed C-C cross coupling reactions leading to the installation of Ph, 2-thienyl and ethynylbenzene groups at the C(10) position effectively extending electronic conjugation. The substituent effect on the electronic properties of the 3H-[1,2,4]triazino[5,6,1-kl]phenoxazin-3-yl was investigated in twenty one derivatives with a diverse range of functional groups by spectroscopic (UV-vis and EPR) and electrochem. methods augmented with DFT calculations Results show that the lowest energy electronic absorption and redox potentials correlate well with the σp substituent parameter, while aN hfcc and the N-H bond dissociation energy (BDE) are well described by the σm parameter. In general, increasing the electron donating ability of the C(10)-X substituent lowers the π-π*(1) excitation energy, cathodically shifts the redox potentials, increases spin delocalization beyond the [1,2,4]triazinyl ring and lowers BDE. The latter two parameters are important indicators of the overall radical stability. Mol. and crystal structures of three radicals were established with the single crystal XRD method.

New Journal of Chemistry published new progress about Acylation. 21784-73-6 belongs to class iodides-buliding-blocks, name is 4-Iodo-2-nitrophenol, and the molecular formula is C6H4INO3, Application of 4-Iodo-2-nitrophenol.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com