Author: Jessica.F

Klimankova, Iveta; Hubalek, Martin; Matousek, Vaclav; Beier, Petr published the artcile< Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols>, Application In Synthesis of 1391728-13-4, the main research area is fluoroalkyl iodonium benzoiodoxole preparation water soluble fluoroalkylation reagent; stability chemoselectivity fluoroalkylation thiol cysteine fluoroalkyl iodonium benzoiodoxole.

Water-soluble fluoroalkyl iodonium compounds and fluoroalkyl benzoiodanes were prepared and tested for their ability to alkylate the sulfur atoms of cysteine and cysteine-containing peptides under biocompatible conditions. Some of the reagents displayed excellent reactivity despite their limited stability in aqueous media. In reactions with a cysteine-containing heptapeptide, in addition to the expected S-fluoroalkylated product, a range of side-products were obtained, with the amounts of side-products depending on the conditions used (type of reagent, concentration, and pH). With highly activated hypervalent iodine reagents, a new reactive mode was observed – reaction with disulfides to form fluoroalkyl thiols.

Organic & Biomolecular Chemistry published new progress about Disulfides Role: RCT (Reactant), RACT (Reactant or Reagent). 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Application In Synthesis of 1391728-13-4.

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

Brea, Oriana; Szabo, Kalman J.; Himo, Fahmi published the artcile< Mechanisms of Formation and Rearrangement of Benziodoxole-Based CF3 and SCF3 Transfer Reagents>, SDS of cas: 1391728-13-4, the main research area is benziodoxole based trifluoromethyl trifluoromethylthio group transfer reagent formation rearrangement.

Togni’s benziodoxole-based reagents are widely used in trifluoromethylation reactions. It has been established that the kinetically stable hypervalent iodine form (I-CF3) of the reagents is thermodynamically less stable than its acyclic ether isomer (O-CF3). On the other hand, the trifluoromethylthio analog exists in the thermodynamically stable thioperoxide form (O-SCF3), and the hypervalent form (I-SCF3) has been elusive. Despite the importance of these reagents, very little is known about the reaction mechanisms of their syntheses, which has hampered the development of new reagents of the same family. Herein, we use d. functional theory calculations to understand the reasons for the divergent behaviors between the CF3 and SCF3 reagents. We demonstrate that they follow different mechanisms of formation and that the metals involved in the syntheses (potassium in the case of the trifluoromethyl reagent and silver in the trifluoromethylthio analog) play key roles in the mechanisms and greatly influence the possibility of their rearrangements from the hypervalent (I-CF3, I-SCF3) to the corresponding ether-type form (O-CF3, O-SCF3).

Journal of Organic Chemistry published new progress about Free energy of activation. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, SDS of cas: 1391728-13-4.

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

Lindstroem, Stefan; Ripa, Lena; Hallberg, Anders published the artcile< Synthesis of Two Conformationally Constrained Analogues of the Minor Tobacco Alkaloid Anabasine>, Quality Control of 188057-20-7, the main research area is anabasine spiro analog preparation.

The anabasine analogs spiro[4-azaindan-1,2′-piperidine] and spiro[6-azaindan-1,2′-piperidine] have been prepared A series of palladium-catalyzed reactions, where an intramol. cyclization constituted a key reaction, were utilized for the preparation of the two target compounds

Organic Letters published new progress about Cyclization. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Quality Control of 188057-20-7.

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

Ting, Chi P.; Tschanen, Esther; Jang, Esther; Maimone, Thomas J. published the artcile< Total synthesis of podophyllotoxin and select analog designs via C-H activation>, Name: Methyl 5-iodothiophene-2-carboxylate, the main research area is podophyllotoxin analog synthesis arylation.

An account of our previously disclosed total synthesis of the aryltetralin lignan natural product podophyllotoxin, a building block used in the synthesis of the FDA-approved anticancer drug etoposide, is disclosed. A C-H activation disconnection was viewed as being amenable to the preparation of E-ring modified analogs but proved challenging to execute. Various insights into palladium-catalyzed C-H arylation reactions on complex scaffolds are reported ultimately leading to the implementation of this strategy and the synthesis of compounds inaccessible by semisynthetic means.

Tetrahedron published new progress about Arylation. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Name: Methyl 5-iodothiophene-2-carboxylate.

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

Gronowitz, Salo; Vilks, Vija published the artcile< Iodo thiophenes and bithienyls>, Product Details of C6H5IO2S, the main research area is .

Iodo thiophenes could be prepared by the reaction of thiophene with iodine and HIO3 to give 2,3,5-triiodothiophene (I), from which other iodothiophenes were obtained. I, m. 82-5° (EtOH), was prepared in 77% yield by refluxing for 100 hrs. a mixture of 1.25 moles thiophene, 800 ml. HOAc, 369 ml. H2O,300 ml. CCl4, 21 ml. concentrated H2SO4, 1.5 moles iodine, and 0.77 moles HIO3, adding H2O and CCl4, extracting, washing, drying, and removing CCl4. A solution of 0.1 mole I in 300 ml. anhydrous Et2O was added to 100 ml. 1.03N BuLi at -70° to give a 63% yield of 2,4-diiodothiophene (II), b10 142-4.5°, which, when added then to an equivalent amount of BuLi at -70° and the resulting solution poured onto CO2 and hydrolyzed, gave 53% 4-iodo-2-thiophene-carboxylic acid (III), m. 115-17°; Me ester m. 41.5-3°. The reaction of 2 moles BuLi with 1 mole II gave 80% 2,4-thiophenedicarboxylic acid, m. 299-301°. Addition of 0.238 moles I continuously to a boiling mixture of 100 ml. H2O, 70 g. Zn powder, and 40 ml. HOAc with immediate distillation of the product gave 25.5 g. (52%) 3-iodothiophene (IV), b9 66-8°, n20D 1.6584, and 10 g. thiophene. The reaction of IV with iodine-HIO3 gave 73% 2,3-diiodothiophene (V), b10 133-5°, and 0.5% II, whereas the reaction of IV in C6H6 with HgO and iodine gave a mixture b14 14650°, which was shown by infrared analysis to contain 93% V and 7% II. Iodination of Me 2-thiophenecarboxylate with iodine and HIO3 gave 45% Me 5-iodo-2-thiophenecarboxylate (VI), m. 88-9° (ligroine), containing 3% Me 4-iodo-2-thiophenecarboxylate. Refluxing VI 10 hrs. with methanolic KOH gave 80% 5-iodo-2-thiophenecarboxylic acid, m. 132-4° (EtOH). To 33 g. 5,5′-dicarboxy-2,2′-bithienyl, prepared by refluxing BuLi and 2,2′-bithienyl and pouring the mixture onto CO2, was added dropwise 60 g. SOCl2, the mixture refluxed 60 hrs., excess SOCl2 removed, 150 ml. anhydrous MeOH added dropwise, and the mixture refluxed 21 hrs. to give 31 g. (85%) 5,5′-dicarbomethoxy-2,2′-bi-thienyl (VII), m. 208-10°. Addition of 26 g. iodine to a mixture of 28 g. VII and 32 g. Hg(OAc)2 in HOAc at 95° followed by stirring at 100° for 72 hrs. and continuously extracting with Et2O for 72 hrs. gave 26.6 g. (65%) 3-iodo-5,5′-dicarbomethoxy-2,2′-bithienyl, m. 127.5-9° (ligroine). To BuLi at -70° was added 2,3-di-iodothiophene in Et2O, then CuCl2, and the mixture worked up to give 25% 3,3′-diiodo-2,2′-bithienyl (VIII), m. 149.5-51° (ligroine). Prepared similarly from I was 3,3′,5,5′-tetraiodo-2,2′-bi-thienyl, m. 190.5-2° (ligroine).

Arkiv foer Kemi published new progress about IR spectra. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Product Details of C6H5IO2S.

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

D’Auria, Maurizio; Mauriello, Giacomo published the artcile< Reevaluation of benzyltrimethylammonium dichloroiodide, previously reported to be a selective iodinating agent>, Name: Methyl 5-iodothiophene-2-carboxylate, the main research area is benzyltrimethylammonium dichloroiodate chlorination agent; thiophenecarboxylate chloro.

Benzyltrimethylammonium dichloroiodate [N,N,N-trimethylbenzenemethanaminium dichloroiodate(1-)], previously reported as an iodinating agent of thiophenes, appears to be a selective chlorinating agent of both thienyl and furyl derivatives containing a carbonyl group. Treatment of Me 2-thiophenecarboxylate with benzyltrimethylammonium dichloroiodate/ZnCl2/AcOH gave Me 5-iodo-2-thiophenecarboxylate, Me 4,5-diiodo-2-thiophenecarboxylate, and Me 5-chloro-2-thiophenecarboxylate.

Synthesis published new progress about Chlorination. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Name: Methyl 5-iodothiophene-2-carboxylate.

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

Yang, Tao; Chen, Xianxiao; Rao, Weidong; Koh, Ming Joo published the artcile< Broadly Applicable Directed Catalytic Reductive Difunctionalization of Alkenyl Carbonyl Compounds>, Computed Properties of 167479-01-8, the main research area is alkenyl carbonyl reductive difunctionalization nickel catalyst.

Catalytic alkene difuntionalization is a convenient platform for introducing complexity in mols. and has wide applications in organic synthesis. Yet a compelling challenge that remains to be solved is the regioselective insertion of two highly functionalized carbon-based moieties, derived from stable and readily available organohalide electrophiles without the need for pre-synthesized organometallic reagents, across C=C bonds in unactivated alkyl-substituted alkenes. That catalytic amounts of an inexpensive Ni-based catalyst, in combination with a readily recyclable 8-aminoquinoline directing group, promotes efficient and site-selective addition of two different organohalides (iodides and bromides) across aliphatic alkenes under mild reductive conditions. Compared to previous studies, this protocol exhibits broad and complementary functional group tolerance that extends to aryl-alkylation, alkenyl-alkylation, and dialkylation transformations. The utility of the strategy is demonstrated through concise synthesis of biol. active mols. Kinetic studies and other control experiments shed further light on the mechanistic underpinnings of the multicomponent reaction.

Chem published new progress about Alkenylation. 167479-01-8 belongs to class iodides-buliding-blocks, and the molecular formula is C8H16INO2, Computed Properties of 167479-01-8.

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

Namkung, Moses J.; Fletcher, T. Lloyd published the artcile< Derivatives of fluorene. XXV. Fluorofluorenes. 6>, Application In Synthesis of 2265-92-1, the main research area is FLUORINATION FLUORENES; FLUORENES FLUORO.

The synthesis of 5,6,7,8-tetrafluoro-2-acetamidofluorene, 1,4,7-trifluoro-2-acetamidofluorene (I), and 5,8-difluoro-2-acetamidofluorene, of a 1,2,3,4,7-penta-, a 1,2,3,4-tetra-, a 1,2,4,7-tetra-, a 1,4,7-tri-, and a 1,4-difluorofluorenone, and of related derivatives is reported together with their ir absorption data. Nitration of polyfluorofluorenones which have an unsubstituted 2 (or 7) position occurs at that position. An unexpected directive effect was observed in the nitration of 4,7-difluoro-2-acetamidofluorene.

Canadian Journal of Chemistry published new progress about 2265-92-1. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Application In Synthesis of 2265-92-1.

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

Satonaka, Hajime; Abe, Kazuhisa; Hirota, Minoru published the artcile< Carbon-13 NMR spectra of substituted 2-thiophenecarboxylic acid methyl esters and MNDO calculations>, Electric Literature of 88105-22-0, the main research area is NMR methyl thiophenecarboxylate; MNDO methyl thiophenecarboxylate; conformation methyl thiophenecarboxylate.

The 13C NMR spectra have been reported on substituted 2-thiophenecarboxylic acid Me esters. The chem. shift of ring carbons in Me 4- and 5-substituted 2-thiophenecarboxylates was correlated linearly with that of the corresponding carbons in substituted thiophenes. Plots of the 13C-H coupling constants also showed a good linear relation. The 13C NMR data were interpreted by the stable conformation and percent s character of C-H bonds obtained by MNDO calculation

Bulletin of the Chemical Society of Japan published new progress about Electron configuration. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Electric Literature of 88105-22-0.

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

Lakshmi, Balagopal; Kung, Mei-Ping; Lieberman, Brian; Zhao, Jun; Waterhouse, Rikki; Kung, Hank F. published the artcile< (R)-N-Methyl-3-(3-125I-pyridin-2-yloxy)-3-phenylpropan-1-amine: a novel probe for norepinephrine transporters>, Application In Synthesis of 188057-20-7, the main research area is radioiodinated iodonisoxetine derivative preparation biodistribution norepinephrine transporter PET imaging.

Alterations in serotonin and norepinephrine neuronal functions have been observed in patients with major depression. Several antidepressants bind to both serotonin transporters and norepinephrine transporters (NET). The ability to image NET in the human brain would be a useful step toward understanding how alterations in NET relate to disease. In this study, we report the synthesis and characterization of a new series of derivatives of iodonisoxetine, a known radioiodinated probe. The most promising, (R)-N-methyl-3-(3-iodopyridin-2-yloxy)-3-phenylpropylamine (PYINXT), displayed a high and saturable binding to NET, with a Kd value of 0.53 ± 0.03 nM. Biodistribution studies of (R)-N-methyl-3-(3-125I-pyridin-2-yloxy)-3-phenylpropan-1-amine in rats showed moderate initial brain uptake (0.54% dose/organ at 2 min) with a relatively fast washout from the brain (0.16% dose/organ at 2 h) as compared to [125I]INXT. The hypothalamus (a NET-rich region)-to-striatum (a region devoid of NET) ratio was found to be 2.14 at 4 h after i.v. injection. Preliminary results suggest that this improved iodinated ligand, when labeled with 123I, may be useful for mapping NET-binding sites with single photon emission computed tomog. in the living human brain.

Nuclear Medicine and Biology published new progress about Brain (uptake). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Application In Synthesis of 188057-20-7.

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