Category: 685517-67-3

Huang, Jingjia published the artcileSynthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2-a]pyridin-5-ones through Pummerer-Type Reactions, Category: iodides-buliding-blocks, the main research area is alkylpyridinone thiazolopyridinone preparation Pummerer.

N-Alkylated 4-pyridones were obtained through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride-activated sulfoxides and 4-fluoropyridine derivatives, followed by hydrolysis. However, triflic anhydride-activated benzyl 6-fluoro-2-pyridyl sulfoxide could react with alkenes or alkynes to afford thiazolo[3,2-a]pyridin-5-ones, via the pyridinium salt intermediates.

Journal of Organic Chemistry published new progress about Hydrolysis. 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Category: iodides-buliding-blocks.

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

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

Jin, Xin published the artcilePinning-down molecules in self-assemblies with multiple weak hydrogen bonds of C-H···F and C-H···N, Application In Synthesis of 685517-67-3, the main research area is mol self assembly hydrogen bond.

Two-dimensional self-assemblies of four partially fluorinated mols., 1,4-bis(2,6-difluoropyridin-4-yl)benzene, 4,4′-bis(2,6-difluoropyridin-4-yl)-1,1′-biphenyl, 4,4′-bis(2,6-difluoropyridin-4-yl)-1,1′:4′,1”-terphenyl and 4,4′-bis(2,6-difluoropyridin-3-yl)-1,1′-biphenyl, involving weak intermol. C-H···F and C-H···N hydrogen bonds were systematically investigated on Au(111) with low-temperature scanning tunneling microscopy. The inter-mol. connecting modes and binding sites were closely related to the backbones of the building blocks, i.e., the mol. length determines its binding sites with neighboring mols. in the assemblies while the attaching positions of the N and F atoms dictate its approaching and docking angles. The exptl. results demonstrate that multiple weak hydrogen bonds such as C-H···F and C-H···N can be efficiently applied to tune the mol. orientations and the self-assembly structures accordingly.

Chinese Chemical Letters published new progress about Hydrogen bond. 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Application In Synthesis of 685517-67-3.

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

Katoh, Taisuke published the artcileFacile preparation of 3-substituted-2,6-difluoropyridines: application to the synthesis of 2,3,6-trisubstituted pyridines, Application In Synthesis of 685517-67-3, the main research area is substituted pyridine preparation; halopyridine fluorination nucleophilic substitution.

We report a facile method for the difluorination of 3-substituted-2,6-dichloropyridines using cesium fluoride as a fluorination reagent in DMSO. It is proposed that this method for preparing 3-substituted-2,6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2,6-difluoropyridines in synthetic chem., we also demonstrate a subsequent conversion to 2,3,6-trisubstituted pyridines by a tandem nucleophilic aromatic substitution.

Tetrahedron Letters published new progress about Fluorination. 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Application In Synthesis of 685517-67-3.

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

Cheng, Dachen published the artcileSynthetic Entries to Substituted Bicyclic Pyridones, Product Details of C5H2F2IN, the main research area is bicyclic pyridone synthesis; Mitsunobu cyclodehydration bicyclic pyridone synthesis; Suzuki coupling bicyclic pyridone synthesis; imidazopyridinone pyridopyrimidinone pyridodiazepinone synthesis.

The synthesis of 6,6- and 5,6-bicyclic pyridone scaffolds (e.g. 2,3-dihydro-1-benzylimidazo[1,2-a]pyridin-5-one, 1,2,3,4-tetrahydro-6H-pyrido[1,2-a]pyrimidin-6-one and 1-benzyl-2,3,4,5-tetrahydropyrido[1,2-a][1,3]diazepin-7-one) was completed using (i) an intramol. Mitsunobu reaction and/or (ii) hydrolysis of a bicyclic pyridinium salt intermediate. Regioselective functionalization of the pyridone ring was achieved via either direct lithiation or use of the halogen dance reaction. Suzuki coupling then allows introduction of aryl units at C(7)/C(9) or C(8) onto the bicyclic pyridone scaffold at either an early or late stage in the synthetic sequence. Suzuki couplings involving iodopyridinium intermediates are particularly effective.

Organic Letters published new progress about Cyclocondensation reaction, intramolecular (Mitsunobu). 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Product Details of C5H2F2IN.

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

Chen, Qiwei published the artcileSteering On-Surface Reactions by a Self-Assembly Approach, SDS of cas: 685517-67-3, the main research area is on surface synthesis functional nanostructure preparation; difluoropyridnyl terphenyl self assembly mediated reaction gold surface; scanning tunneling microscopy assessment self assembly reaction gold surface; density functional theory calculation self assembly reaction gold surface; self assembly reaction gold surface scanning tunneling microscopy; dehydrocyclization coupling reaction difluoropyridnyl terphenyl gold surface; dehydrocyclization; density functional theory; on-surface reaction; scanning tunneling microscope; self-assembly.

4,4′-Bis(2,6-difluoropyridin-4-yl)-1,1′:4′,1”-terphenyl (BDFPTP) mols. underwent dehydrocyclization and covalent coupling reactions on Au(111) according to scanning tunneling microscopy measurements and d. functional theory calculations Self-assembly of the reactants in well-defined mol. domains prior to reaction greatly enhances the regio-selectivity of the dehydrocyclization reaction and suppressed defluorinated coupling, demonstrating that self-assembly can efficiently steer on-surface reactions. Such a strategy could be greatly important for surface chem. and widely used to control on-surface reactions.

Angewandte Chemie, International Edition published new progress about Coupling reaction (defluorinated). 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, SDS of cas: 685517-67-3.

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

Awad, Hacan published the artcileDeprotonation of fluoro aromatics using lithium magnesates, Recommanded Product: 2,6-Difluoro-3-iodopyridine, the main research area is deprotonation fluoro aromatic lithium magnesate.

3-Fluoropyridine was deprotonated on treatment with 1/3 equiv of Bu3MgLi in THF at -10 °C. The lithium arylmagnesate formed was either trapped with electrophiles or involved in a palladium-catalyzed cross-coupling reaction with 2-bromopyridine. The use of a less nucleophilic lithium-magnesium-dialkylamide, (TMP)3MgLi (TMP = 2,2,6,6-tetramethylpiperidino) allowed the reaction of 3-fluoroquinoline, giving the 2,2′-dimeric derivative 2-Fluoropyridine and 2,6-difluoropyridine were deprotonated using 1/3 equiv of the highly coordinated magnesate Bu4MgLi2 in THF at -10 °C in the presence of a substoichiometric amount of 2,2,6,6-tetramethylpiperidine. 1,3-Difluorobenzene reacted similarly when treated with Bu3MgLi; the reactivity of the base proved to be enhanced by the presence of TMEDA.

Tetrahedron Letters published new progress about Aryl fluorides Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Xiao, Li-Jun published the artcilePdII-Catalyzed Enantioselective C(sp3)-H Arylation of Cyclobutyl Ketones Using a Chiral Transient Directing Group, COA of Formula: C5H2F2IN, the main research area is arylcyclobutyl ketone regioselective diastereoselective enantioselective preparation; palladium catalyst stereoselective arylation cyclobutyl ketone transient directing group; C−H activation; arylation; palladium; pyridone ligands; transient directing groups.

In the presence of Pd(OAc)2, 3-nitro-5-trifluoromethyl-2-pyridone, and D-valine as a transient directing group reagent, cyclobutyl ketones such as I (R = H) underwent regioselective, diastereoselective, and enantioselective arylation with aryl iodides R1I (R1 = 4-MeO2CC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-NCC6H4, 4-F3CC6H4, 3-O2NC6H4, 3-PhCOC6H4, 3,4,5-F3C6H2, 3,5-Br2C6H3, 3-Br-5-ClC6H3, 4-Me-3-O2NC6H3, 2-Br-5-FC6H3, 6-F-3-pyridinyl, 2-F3C-4-pyridinyl, 6-Cl-5-F3C-3-pyridinyl, 6-Br-3-pyridinyl, 2,6-F2-4-pyridinyl, 2,6-F2-3-pyridinyl, 2,6-Cl2-4-pyridinyl, 5-acetyl-2-thienyl) to yield arylcyclobutyl ketones such as I (R = 4-MeO2CC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-NCC6H4, 4-F3CC6H4, 3-O2NC6H4, 3-PhCOC6H4, 3,4,5-F3C6H2, 3,5-Br2C6H3, 3-Br-5-ClC6H3, 4-Me-3-O2NC6H3, 2-Br-5-FC6H3, 6-F-3-pyridinyl, 2-F3C-4-pyridinyl, 6-Cl-5-F3C-3-pyridinyl, 6-Br-3-pyridinyl, 2,6-F2-4-pyridinyl, 2,6-F2-3-pyridinyl, 2,6-Cl2-4-pyridinyl, 5-acetyl-2-thienyl). In the presence of either L-valine as a transient directing group reagent or when silver trifluoroacetate, acetate, carbonate, or oxide were used as bases, enantiomeric arylcyclobutyl ketones were formed. A sequential diarylation was performed to yield diastereomeric diarylcyclobutyl ketones enantioselectively.

Angewandte Chemie, International Edition published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, COA of Formula: C5H2F2IN.

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

Schlosser, Manfred published the artcileThe reactivity of 2-fluoro- and 2-chloropyridines toward sodium ethoxide: Factors governing the rates of nucleophilic (het)aromatic substitutions, Synthetic Route of 685517-67-3, the main research area is reactivity fluoropyridine chloropyridine sodium ethoxide nucleophilic aromatic heteroaromatic substitution.

The relative displacement rates of the halide substituent from 2-fluoro- and 2-chloropyridines by EtONa in EtOH at +25° were assessed by competition kinetics. The 2-fluoropyridine reacts 320 times faster than the chloro analog. A CF3 group increases the reactivity more than single halogen atoms do, whatever the element, and the latter are superior to Me3Si groups. Substituents accommodated at the 4-position operate through their inductive effect, whereas at the 3-position, this action may be attenuated by steric hindrance. Almost all 5-substituents enhance the rate of the nucleophilic substitution occurring at the 2-position. The sole exception concerns the F-atom at the 5-position which retards the reaction, presumably by lone-pair/lone-pair repulsion with the neg. charge building up at the central C-atom of the intermediate Meisenheimer complex. The substituent effects are additive. Therefore, by using the increments derived from the present work, the rates of future reactions should be predictable with fair accuracy.

Helvetica Chimica Acta published new progress about Ethoxylation kinetics. 685517-67-3 belongs to class iodides-buliding-blocks, name is 2,6-Difluoro-3-iodopyridine, and the molecular formula is C5H2F2IN, Synthetic Route of 685517-67-3.

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