Category: 88105-22-0

Sen, Chiranjit; Sahoo, Tapan; Singh, Harshvardhan; Suresh, Eringathodi; Ghosh, Subhash Chandra published the artcile< Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway>, Recommanded Product: Methyl 5-iodothiophene-2-carboxylate, the main research area is aminoquinoline amide sulfonamide carboxylation photocatalyst electron transfer pathway.

An efficient photocatalytic method was developed for the remote C5-H bond carboxylation of 8-aminoquinoline amide and sulfonamide derivatives This methodol. uses in situ generated •CBr3 radical as a carboxylation agent with alc. and is further extended to a variety of arenes and heteroarenes to synthesize the desired carboxylated product in moderate-to-good yields. The reaction proceeding through a single electron transfer pathway was established by a control experiment, and a butylated hydroxytoluene-trapped aryl radical cation intermediate in high-resolution mass spectrometry was identified.

Journal of Organic Chemistry published new progress about Amides Role: RCT (Reactant), RACT (Reactant or Reagent) (8-Aminoquinoline). 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Recommanded Product: Methyl 5-iodothiophene-2-carboxylate.

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

D’Auria, Maurizio published the artcile< Photochemical behavior of halogenoheterocyclic derivatives. The alternative between arylation and dehalogenation reactions>, Product Details of C6H5IO2S, the main research area is heterocyclic compound halo arylation dehalogenation PM3.

Semiempirical calculations on the transient intermediates involved in the irradiation of haloheterocyclic compounds showed that the difference between the heat of formation of the substrates and that of the radical intermediates derived from cleavage of the C-X bond can be a useful parameter to justify the observed chem. behavior towards arylation or dehalogenation.

Heterocycles published new progress about Formation enthalpy. 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

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

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

D’Auria, Maurizio; Mauriello, Giacomo published the artcile< Bis(trifluoroacetoxy)iodobenzene-iodine system: an efficient and selective reagent for iodination of thiophene derivatives>, Application In Synthesis of 88105-22-0, the main research area is iodination thiophene trifluoroacetoxyiodobenzene iodide.

Bis-(trifluoroacetoxy)iodobenzene-iodine system is a good iodinating reagent of thiophene derivatives giving products with iodine atom in α-position on the thiophene ring. For example, iodination of 2-thiophenecarboxylic acid Me ester with bis(trifluoroacetoxy)iodobenzene/iodine gave 5-iodo-2-thiophenecarboxylic acid Me ester in 78% yield.

Tetrahedron Letters published new progress about Iodination, regioselective. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Application In Synthesis of 88105-22-0.

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

D’Auria, Maurizio; De Mico, Antonella; D’Onofrio, Franco; Mendola, Daniele; Piancatelli, Giovanni published the artcile< Photochemical behavior of halothiophenes: synthesis of 5-arylthiophene-2-carboxylic esters>, Name: Methyl 5-iodothiophene-2-carboxylate, the main research area is photolysis halothiophene derivative reactivity mechanism; bithiophenecarboxylic acid propynyl; arylation photochem halothiophene derivative.

The arylation of 5-halothiophene-2-carbonitrile and Me 5-halothiophene-2-carboxylate by a photochem. process was investigated. Whereas 5-bromothiophene-2-carbonitrile is completely unreactive, the corresponding iodo derivative furnishes the dehalogenation product. In contrast, Me 5-iodothiophene-2-carboxylate gives the corresponding aryl and heteroaryl derivatives in good yields on irradiation in the presence of various aromatic substrates (benzene, p-xylene, naphthalene, thiophene, 2-bromothiophene and 2-chlorothiophene). The different reactivities of these compounds are explained. An application of this conversion to the synthesis of 5′-(1-propynyl)-2,2′-bithiophene-5-carboxylic acid is reported.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about Phosphorescence. 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

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

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

D’Auria, Maurizio; Piancatelli, Giovanni; Ferri, Tommaso published the artcile< Photochemical reactivity of halofuran and halothiophene derivatives in the presence of arylalkenes and arylalkynes>, Name: Methyl 5-iodothiophene-2-carboxylate, the main research area is photochem substitution iodothiophene vinylarene ethynylarene; halofuran photochem substitution vinylarene; ethylene furyl thienyl.

Photochem. reactions of 5-iodo-2-thiophenecarboxaldehyde, 2-acetyl-5-iodothiophene (I), and 5-bromo- and 5-iodo-2-furancarboxaldehyde with styrene, 2-vinylthiophene and -furan (II), 4-methyl-5-vinyl-1,3-thiazole, and benzofuran are described. All the reactions give the substitution products as cis-trans mixtures E.g., I and II give a 1:1 cis-trans mixture of furylthienylethylene III. Reactions of iodothiophenes with ethynylarenes are also described; products resulting from substitution on the CCH group or on the thiophene ring are both obtained. The mechanism of the reactions is discussed in terms of an electron-transfer process.

Journal of Organic Chemistry published new progress about Photosubstitution reaction. 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