Category: iodides-buliding-blocks

Kervefors, Gabriella; Kersting, Leonard; Olofsson, Berit published the artcile< Transition metal-free N-arylation of amino acid esters with diaryliodonium salts>, Formula: C7H3FIN, the main research area is arylated amino acid ester synthesis transition metal free; amino acid ester arylation diaryliodonium salt hypervalent reagent; arylation reaction mechanism solvent effect protective group; amino acids; arylation; diaryliodonium salts; hypervalent compounds; transition metal-free.

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsym. diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

Chemistry – A European Journal published new progress about Amino acid esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, Formula: C7H3FIN.

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

Wang, Zhi-Xian; Duan, Weili; Wiebe, Leonard I.; Balzarini, Jan; De Clercq, Erik; Knaus, Edward E. published the artcile< Synthesis of 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-substituted-benzene thymidine mimics, some related α-anomers, and their evaluation as antiviral and anticancer agents>, Product Details of C6H3F2I, the main research area is nucleoside deoxyribofuranosyldifluorobenzene thymidine mimic synthesis antiviral cytotoxicity anticancer.

A group of unnatural 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluorobenzenes having a variety of C-5 substituents (H, Me, F, Cl, Br, I, CF3, CN, NO2, NH2), designed as thymidine mimics, were synthesized for evaluation as anticancer and antiviral agents. The coupling reaction of 3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride with an organocadmium reagent [(2,4-difluorophenyl)2Cd] afforded a mixture of the α- and β-anomeric products (α:β = 3:1 to 10:1 ratio). Treatment of the α-anomer with BF3·Et2O in nitroethane at 110-120°C for 30 min was developed as an efficient method for epimerization of the major α-anomer to the desired β-anomer. The 5-substituted (H, Me, Cl, I, NH2) β-anomers exhibited negligible cytotoxicity in a MTT assay (CC50 = 10-3-10-4 M range), relative to thymidine (CC50 = 10-3-10-5 M range), against a variety of cancer cell lines. In contrast, the 5-NO2 derivative was more cytotoxic (CC50 = 10-5-10-6 M range). A number of 5-substituted β-anomers, and some related α-anomers, that were evaluated using a wide variety of antiviral assay systems [HSV-1, HSV-2, varicella-zoster virus (VZV), vaccinia virus, vesicular stomatitis, cytomegalovirus (CMV) and human immunodeficiency (HIV-1, HIV-2) viruses], showed that this class of unnatural C-aryl nucleoside mimics are inactive antiviral agents.

Nucleosides, Nucleotides & Nucleic Acids published new progress about Antitumor agents. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Product Details of C6H3F2I.

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

Abraham, Raymond J.; Cooper, M. Ashley published the artcile< A re-investigation of 4JFF and 5JFF nuclear spin-spin couplings in substituted benzenes, a novel conformational tool>, COA of Formula: C6H3F2I, the main research area is benzene nuclear spin coupling B3LYP.

A theor. anal. of the 4JFF and 5JFF couplings in fluorobenzenes separates the σ and π components of the substituent coefficients The π bond mechanism is dominant but the σ bond mechanism must be included to give accurate values of the couplings. For monosubstituted difluorobenzenes the 4JFF and 5JFF couplings can be predicted from the calculated π densities by linear equations. The use of additive substituent effects allows the prediction of the meta4JFF couplings for multisubstituted compounds The π dependence of the 4JFF coupling in 2,6-difluorobenzenes provides a novel and simple method of determining the torsional angle of the C1 substituent and the benzene ring for non-sym. functional groups (acetyl, carboxymethyl, dimethylamino, amide, nitro etc.). This could be used to determine the geometries of such mols. in biol. systems. The π dependence of the 4JFF coupling is also of importance in the charged species of 2,6-difluoroanilinium (4JFF 2.1 Hz) and 2,6-difluoro-N,N,N-trimethylanilinium (4JFF 0.0 Hz) due to the very different π electron densities.

Physical Chemistry Chemical Physics published new progress about Bond angle, torsional. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, COA of Formula: C6H3F2I.

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

Matsumoto, Koki; Nakajima, Masaya; Nemoto, Tetsuhiro published the artcile< Determination of the best functional and basis sets for optimization of the structure of hypervalent iodines and calculation of their first and second bond dissociation enthalpies>, Recommanded Product: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole, the main research area is hypervalent iodine bond dissociation enthalpy substituent effect.

Hypervalent iodines are widely used in organic chem., and their most important feature is the three-center four-electron bond. However, there have been few reports on the measurement of their bond dissociation enthalpy (BDE). Therefore, in many cases, BDE is estimated by computational calculations However, the value of a calculated BDE usually varies depending on the choice of functional and basis set, and the best method for making an accurate evaluation of the three-center four-electron bond has not been determined We succeeded in determining the best functional and basis set to calculate the three-center four-electron bond to within 0.79% error and 0.53 standard deviation. Using the optimal functional and basis set, the first and second BDEs of several hypervalent iodines are calculated, and as the effect of benzene substituents was investigated, neg. correlation was observed in the Hammett plot. In addition, the effect of ortho-substituent in cyclic hypervalent iodine was found to be significant. Furthermore, the decomposition route of hypervalent iodine is calculated The value of a calculated BDE usually varies depending on the choice of functional and basis set. We succeeded in determining the best functional and basis sets to calculate the three-center four-electron bond of hypervalent iodine to within 0.79% error and 0.53 standard deviation. Using the optimal functional and basis sets, the first and second BDEs of several hypervalent iodines are calculated, and addnl., the decomposition route of hypervalent iodine is calculated

Journal of Physical Organic Chemistry published new progress about Bond cleavage. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Recommanded Product: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole.

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

Hughes, Gregory; Kreher, David; Wang, Changsheng; Batsanov, Andrei S.; Bryce, Martin R. published the artcile< Ethynyl π-extended 2,5-diphenyl-1,3,4-oxadiazoles and 2-phenyl 5-(2-thienyl)-1,3,4-oxadiazoles: synthesis, X-ray crystal structures and optical properties>, SDS of cas: 88105-22-0, the main research area is butylphenyl ethynylphenyl oxadiazole heteroaryl iodide Sonogashira cross coupling palladium; heteroarylethynylphenyl oxadiazole preparation optical property; ethynylthienyl oxadiazole heteroaryl iodide Sonogashira cross coupling palladium; oxadiazole phenyl ethynylthienyl preparation optical property crystal structure.

2-(4-Tert-Butylphenyl)-5-(4-ethynylphenyl)-1,3,4-oxadiazole (I, R = H) reacted with a series of heteroaryl iodides under standard Sonogashira cross-coupling conditions to yield products I [R = 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrazyl (II), 5-bromo-2-pyrimidyl, 2-thienyl (III) and 3-thienyl (IV)] in 40-79% yields. Compound III was lithiated followed by electrophilic iodination using perfluorohexyl iodide to give the corresponding iodothienyl derivative, which by a two-step sequence gave the terminal ethynylthienyl derivative V (R’ = H) . Conversion of V into the terminal ethynylaldehyde derivative V (R’ = CHO) via acetal derivative proceeded in high yield. Starting from 2-iodo-5-methoxycarbonylthiophene, a five-step sequence afforded 2-(4-tert-butylphenyl)-5-(4-ethynylthienyl)-1,3,4-oxadiazole (VI, R = H) (13% overall yield). Sonogashira cross-coupling reactions of VI with heteroaryl iodides gave 2-phenyl-5-(2-thienyl)-1,3,4-oxadiazoles VI (R = 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrazyl (VII), 5-bromo-2-pyrimidyl, 2-thienyl and 3-thienyl). Two-fold reaction of V with 2,5-diiodothiophene gave the bis(ethynylthienyl)thiophene derivative (30% yield). Solution UV-Vis absorption and photoluminescence spectra establish that replacement of the Ph ring in the 2,5-diphenyl-1,3,4-oxadiazole series I by a thienyl ring as in VI leads to a red shift in the lowest energy band in both the absorption spectra and emission spectra. The X-ray crystal structures of compounds II, IV, V and VII·CHCl3 reveal that the mol. structures are approx. planar although there are substantial differences in the conformations.

Organic & Biomolecular Chemistry published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, SDS of cas: 88105-22-0.

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

Granados, Albert; Ballesteros, Anna; Vallribera, Adelina published the artcile< Enantioenriched quaternary α-pentafluoroethyl derivatives of alkyl 1-indanone-2-carboxylates>, Name: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole, the main research area is enantioenriched pentafluoroethylated alkyl indanone carboxylate preparation pybox ligand catalyst; pentafluoroethylation alkyl indanone carboxylate pybox ligand catalyst.

An electrophilic enantioselective catalytic method for the α-pentafluoroethylation of 3-oxoesters is described. Under the use of La(OTf)3 in combination with a (S,R)-indanyl-pybox ligand, good results in terms of yield and enantioselectivities were achieved (up to 89% ee). The reaction proceeds under mild conditions, leading to the formation of enantioenriched quaternary centers. This methodol. uses an hypervalent iodine(III)-CF2CF3 reagent, and mechanistic investigations are consistent with the involvement of a radical pathway. An electrophilic enantioselective catalytic method for the α-pentafluoroethylation of alkyl 1-indanone-2-carboxylates is described. Under the use of La(OTf)3 in combination with (S,R)-indanyl-pybox ligand good results in terms of yield and enantioselectivities were achieved (up to 89% ee). The reaction proceeds under mild conditions leading to the formation of enantioenriched quaternary centers. This methodol. uses an hypervalent iodine(III)-CF2CF3 reagent and mechanistic investigations are consistent with the involvement of a radical pathway.

Journal of Organic Chemistry published new progress about Absolute configuration. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Name: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole.

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

Sugihara, Naoki; Suzuki, Kensuke; Nishimoto, Yoshihiro; Yasuda, Makoto published the artcile< Photoredox-Catalyzed C-F Bond Allylation of Perfluoroalkylarenes at the Benzylic Position>, Name: 3-Fluoro-4-iodobenzonitrile, the main research area is pperfluoroalkylarene allylic stannane defluoroallylation iridium photoredox catalyst.

Site-selective and direct C-F bond transformation of perfluoroalkylarenes was achieved with allylic stannanes via an iridium photoredox catalyst system. The present defluoroallylation proceeds exclusively at the benzylic position through perfluoroalkyl radicals generated by a single-electron transfer from an excited photoredox catalyst to perfluoroalkylarenes. A variety of perfluoroalkyl groups are applicable: linear perfluoroalkyl-substituted arenes such as Ar-nC4F9 and Ar-nC6F13 and heptafluoroisopropylarenes (Ar-CF(CF3)2) underwent site-selective defluoroallylation. DFT calculation studies revealed that the in situ generated Bu3SnF traps F- to prevent a retroreaction from the unstable perfluoroalkyl radical intermediate, and the radical intermediate favorably reacts with allylic stannanes. The synthesis of a bis(trifluoromethyl)methylene unit containing compound, which is an analog that is useful as a pharmaceutical agent for the prophylaxis or treatment of diabetes and inflammatory diseases, demonstrated the utility of this reaction.

Journal of the American Chemical Society published new progress about Allylation (defluoro-. 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, Name: 3-Fluoro-4-iodobenzonitrile.

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

Liu, Yuliang; Li, Haoyu; Chiba, Shunsuke published the artcile< Photoinduced Cross-Coupling of Aryl Iodides with Alkenes>, HPLC of Formula: 887266-99-1, the main research area is aryl iodide alkene photoinduced cross coupling UV absorption.

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes was developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes was proposed. The method enabled iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

Organic Letters published new progress about Aralkyl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, HPLC of Formula: 887266-99-1.

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

Le Strat, Frederic; Harrowven, David C.; Maddaluno, Jacques published the artcile< New Approaches to Bicyclic Vinyl Heterocycles from Propargylic Acetals>, Name: 4-Iodopyridin-3-ol, the main research area is bicyclic vinyl heterocycle preparation; intramol carbolithiation propargylic acetal; palladium catalyst cyclization propargylic acetal.

The paper describes further studies on the intramol. carbolithiation of propargylic acetals with aryllithiums leading to 2-vinylbenzofurans and 3-vinylfuropyridines. E.g., isomerization of propargylic acetal I to the allene on treatment with t-BuOK, followed by treatment with BuLi gave the 3-vinylfuropyridine II (E:Z 9:1). Attempts to extend the cascade to [4.4.0] binuclear heterocycles met with limited success. An alternative, two-step entry to such ring systems has been developed using the palladium-induced cyclization/hydride capture methodol. E.g., Pd(OAc)2 catalyzed the cyclization of propargylic acetal III to give 51% chromene I (100% E). A new route to isoquinolinones from simple benzamides is also disclosed.

Journal of Organic Chemistry published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (propargylic). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Name: 4-Iodopyridin-3-ol.

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

Jie, Jingrui; Xu, Qinqin; Yang, Guang; Feng, Yaqing; Zhang, Bao published the artcile< Porphyrin sensitizers involving a fluorine-substituted benzothiadiazole as auxiliary acceptor and thiophene as π bridge for use in dye-sensitized solar cells (DSSCs)>, Category: iodides-buliding-blocks, the main research area is photosensitizing dye sensitized solar cell fluorine substitution zinc porphyrin.

Three ′donor-acceptor-π bridge-acceptor′ (D-A-π-A) type zinc porphyrin sensitizers TH-0F, TH-1F and TH-2F with a benzothiadiazole (BTD) unit bearing no fluorine, one fluorine and two fluorine atoms, resp., as the auxiliary acceptor and thiophene as the π bridge were designed and synthesized for use in dye-sensitized solar cells (DSSCs). The influence of fluorine atom and thiophene unit on the photophys. and photochem. properties of the sensitizers was investigated. It was shown that the photon to current conversion efficiencies (PCE) of three sensitizer-based devices increased in the order of TH-2F > TH-1F > TH-0F, with the highest PCE of 6.98% achieved for the TH-2F-based device. To further understand the mol. structure of the TH series of dyes, a d. functional (DFT) calculation was performed. The result suggests that the strong electron-withdrawing ability of the fluorine atom, along with the intramol. interaction between the auxiliary acceptor and thiophene, optimized the electronic configuration, thereby facilitating the intramol. charge transfer efficiency and ultimately improving the performance of the corresponding device.

Dyes and Pigments published new progress about Bond angle, dihedral. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Category: iodides-buliding-blocks.

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