Tag: 200-300

The author of 《Pd-Catalyzed Boroperfluoroalkylation of Alkynes Opens a Route to One-Pot Reductive Carboperfluoroalkylation of Alkynes with Perfluoroalkyl and Aryl Iodides》 were Domanski, Sylwester; Gatlik, Beata; Chaladaj, Wojciech. And the article was published in Organic Letters in 2019. Name: 4-Iodobenzaldehyde The author mentioned the following in the article:

A three-component tandem Pd-catalyzed perfluoroalkylative borylation of terminal and internal alkynes is presented. On the basis of this methodol., the first reductive dicarbofunctionalization of alkynes with two electrophiles (perfluoroalkyl and aryl iodides) through a temperature-controlled sequence of iodoperfluoroalkylation-borylation coupling is developed. This regio- and stereoselective process is easily controllable by a temperature program, providing access to fluoroalkyl-substituted vinyl iodides, vinyl boronates, or olefins from the very same complex reaction mixture (four substrates, catalysts, base, and additives). After reading the article, we found that the author used 4-Iodobenzaldehyde(cas: 15164-44-0Name: 4-Iodobenzaldehyde)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Name: 4-Iodobenzaldehyde

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

The author of 《Iodide as a Nucleophilic Trigger in Aryne Three-Component Coupling for the Synthesis of 2-Iodobenzyl Alcohols》 were Bhattacharjee, Subrata; Guin, Avishek; Gaykar, Rahul N.; Biju, Akkattu T.. And the article was published in Organic Letters in 2019. Recommanded Product: 88-67-5 The author mentioned the following in the article:

The synthetic potential of KI as the iodide source in aryne three-component coupling has been demonstrated using aldehydes as the third component. This mild and transition-metal-free coupling reaction allowed the straightforward synthesis of 2-iodobenzyl alcs. in moderate to good yields with good functional group compatibility. Moreover, KBr and KCl could be used as the nucleophilic trigger in this aryne multicomponent coupling (MCC) and N-methylisatin and CO2 could be used as the electrophilic third components.2-Iodobenzoic acid(cas: 88-67-5Recommanded Product: 88-67-5) was used in this study.

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.Recommanded Product: 88-67-5

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

In 2018,Dalton Transactions included an article by Reiners, Matthias; Maekawa, Miyuki; Baabe, Dirk; Zaretzke, Marc-Kevin; Schweyen, Peter; Daniliuc, Constantin G.; Freytag, Matthias; Raeder, Jan; Hohenberger, Johannes; Sutter, Joerg; Meyer, Karsten; Walter, Marc D.. Category: iodides-buliding-blocks. The article was titled 《Monomeric Fe(III) half-sandwich complexes [Cp’FeX2] – synthesis, properties and electronic structure》. The information in the text is summarized as follows:

The half-sandwich complex [Cp’Fe(μ-I)]2 (1; Cp’ = η5-1,2,4-(Me3C)3C5H2) is cleaved when heated in toluene to form a cation-anion pair [{Cp’Fe(η6-toluene)}+{Cp’FeI2}-] (2), in which the two Fe(II) atoms adopt different spin states, i.e., a low-spin (S = 0) and a high-spin (S = 2) configuration. Upon oxidation of 1 with C2H4I2, the thermally stable 15VE species [Cp’FeI2] (3) can be isolated, in which the Fe(III) atom adopts an intermediate spin (S = 3/2) configuration. Complex 3 is an excellent starting material for further functionalizations and it reacts with Mg(CH2SiMe3)2 to form the unprecedented Fe(III) (S = 3/2) bis(alkyl) complex [Cp’Fe(CH2SiMe3)2] (4). The resp. spin states of complexes 2-4 are confirmed by single-crystal x-ray crystallog., zero-field 57Fe Mossbauer spectroscopy, and solid-state magnetic susceptibility measurements. In contrast to the related 14VE high-spin (S = 2) Fe(II) alkyl species [Cp’FeCH(SiMe3)2], which resists the reaction with H2 as a consequence of a spin-induced reaction barrier, complex 4 reacts cleanly with H2 (8 bar) in cyclohexane to yield iron hydrides [{Cp’Fe}2(μ-H)3] (5) and [Cp’Fe(μ-H)2]2 (6) in a 1 : 4 ratio. However, when the hydrogenation of 4 is carried out in benzene, a green 19VE [Cp’Fe(η6-C6H6)] (A) intermediate is formed, which dimerizes to the bis(cyclohexadienyl)-bridged product [(Cp’Fe)2(μ2-η5:η5-C12H12)] (7). Further evidence for the intermediacy of [Cp’Fe(η6-C6H6)] (A) was gathered by X-band EPR and UV/vis spectroscopy. Interestingly, attempts to oxidize 7 with AgSbF6 proceeded via C-C bond cleavage instead of metal oxidation to form [Cp’Fe(C6H6)][SbF6] (8). After reading the article, we found that the author used 1,2-Diiodoethane(cas: 624-73-7Category: iodides-buliding-blocks)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Category: iodides-buliding-blocks

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

《A proficient microwave synthesis with structure elucidation and the exploitation of the biological behavior of the newly halogenated 3-amino-1H-benzo[f]chromene molecules, targeting dual inhibition of topoisomerase II and microtubules》 was published in Bioorganic Chemistry in 2020. These research results belong to Fouda, Ahmed M.; Okasha, Rawda M.; Alblewi, Fawzia F.; Mora, Ahmed; Afifi, Tarek H.; El-Agrody, Ahmed M.. COA of Formula: C7H5IO The article mentions the following:

A series of β-enamionitriles, linked to the 8-bromo-1H-benzo[f]chromene moieties I (Ar = 2-ClC6H4, 4-IC6H4, 2,6-F2C6H3, etc.), was designed and synthesized under microwave irradiation conditions. Furthermore, the antiproliferative properties were evaluated against the human cancer cell lines MCF-7, HCT-116, and HepG-2 in comparison to the pos. controls Vinblastine and Doxorubicin, employing the viability assay. The obtained results confirmed that most of the tested mols. revealed strong and selective cytotoxic activities against the three cancer cell lines. The most potent cytotoxic compounds I (Ar = 2-ClC6H4, 4-ClC6H4, 4-BrC6H4, 2,3-Cl2C6H3, 2,5-Cl2C6H3) were elected for further examination, such as cell cycle anal., apoptosis assay, Caspase production, and DNA fragmentation. This study also revealed that the desired compounds stimulate cell cycle arrest at the G2/M phases, increase the production of Caspases 3, 8, and 9, and finally cause intrinsic and extrinsic apoptotic cell death. Moreover, these compounds suppress the action of topoisomerase II enzyme and also disrupt the microtubule functions. The SAR study of the synthesized compounds verified that the substitution on the Ph ring of the 1H-benzo[f]chromene nucleus, accompanied with the presence of the bromine atom at the 8-position, increases the ability of these mols. against different cell lines. After reading the article, we found that the author used 4-Iodobenzaldehyde(cas: 15164-44-0COA of Formula: C7H5IO)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.COA of Formula: C7H5IO

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

《Cu-catalyzed N-3-Arylation of Hydantoins Using Diaryliodonium Salts》 was published in Organic Letters in 2020. These research results belong to Neerbye Berntsen, Linn; Nova, Ainara; Wragg, David S.; Sandtorv, Alexander H.. Recommanded Product: 1-Bromo-3-iodobenzene The article mentions the following:

A general Cu-catalyzed, regioselective method for the N-3-arylation of hydantoins I (R = R1 = H, Me, Ph; R2 = H, Me), (R)-5-methylhydantoin and (S)-Tetrahydro-1H-pyrrolo[1,2-c]imidazole-1,3(2H)-dione is described. The protocol utilizes aryl(trimethoxyphenyl)iodonium tosylate [2,4,6-(OCH3)3C6H2IR3]+[4-CH3C6H4SO3]- (R3 = Ph, 2-fluorophenyl, 2,3-dihydro-1-benzofuran-5-yl, etc.) as the arylating agent in the presence of triethylamine and a catalytic amount of a simple Cu-salt. The method is compatible with structurally diverse hydantoins I and operates well with neutral aryl groups or aryl groups bearing weakly donating/withdrawing elements. It is also applicable for the rapid diversification of pharmaceutically relevant hydantoins II [Ar = Ph, 4-(methoxycarbonyl)benzen-1-yl, 4-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzen-1-yl] and III. After reading the article, we found that the author used 1-Bromo-3-iodobenzene(cas: 591-18-4Recommanded Product: 1-Bromo-3-iodobenzene)

1-Bromo-3-iodobenzene(cas: 591-18-4) has been used in the preparation of 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene.Recommanded Product: 1-Bromo-3-iodobenzene Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

The author of 《Advanced battery-supercapacitor hybrid device based on Co/Ni-ZIFs-derived NiCo2S4 ultrathin nanosheets electrode with high performance》 were Zheng, Kaitian; Li, Guoning; Xu, Chunjian. And the article was published in Applied Surface Science in 2019. SDS of cas: 516-12-1 The author mentioned the following in the article:

Battery-supercapacitor hybrid device (BSH) consisted of a battery-type electrode and a capacitor-type electrode is a promising candidate for both high energy and power d. energy storage systems. In an effort to design a high-performance battery-type electrode of BSH, we propose a facile and artful two-step strategy to obtain NiCo2S4 ultrathin nanosheets by utilizing bimetallic Co/Ni-ZIFs as a precursor. NiCo2S4 nanosheets are directly grown on nickel foam via this method, which involves the growth of Co/Ni-ZIFs and the morphol. of Co-Ni-S/NF transforms into ultrathin nanosheets through a simple sulfuration procedure. The as-prepared Co1Ni1-S/NF electrode achieves a high specific capacity of 301.1 mAh g-1 at 2 A g-1, which benefits from the synergistic interplay between Co and Ni ions and the unique 3D nanoarchitectures constructed by 2D ultrathin nanosheets. Moreover, Co1Ni1-S/NF and activated carbon/NF are chosen for fabricating a battery-supercapacitor hybrid device. The assembled Co1Ni1-S/NF//AC/NF BSH exhibits a large energy d. of 48.65 W h kg-1 at a power d. of 8.51 kW kg-1, a specific capacity of 80.56 mAh g-1 at 1 A g-1 and a remarkable stability over 5000 cycles at 5 A g-1. The encouraging results could provide new insights for energy storage systems. The experimental part of the paper was very detailed, including the reaction process of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1SDS of cas: 516-12-1)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. SDS of cas: 516-12-1

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

The author of 《Multi-step continuous flow synthesis of fluconazole》 were Szeto, Judy; Vu, Vi-Anh; Malerich, Jeremiah P.; Collins, Nathan. And the article was published in Journal of Flow Chemistry in 2019. SDS of cas: 1774-47-6 The author mentioned the following in the article:

The development of a flow chem. approach to the anti-fungal fluconazole is described. A continuous, two-reactor, three-step synthesis of fluconazole from 2-chloro-2′,4′-difluoroacetophenone was achieved with no intermediate purification The synthesis has been successfully demonstrated on a Vaportec com. flow chem. system. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6SDS of cas: 1774-47-6)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.SDS of cas: 1774-47-6

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

The author of 《Construction of Highly Emissive Pt(II) Metallacycles upon Irradiation》 were Qin, Yi; Zhang, Ying; Yin, Guangqiang; Wang, Yuxuan; Zhang, Changwei; Chen, Lijun; Tan, Hongwei; Li, Xiaopeng; Xu, Lin; Yang, Haibo. And the article was published in Chinese Journal of Chemistry in 2019. Formula: C5H4IN The author mentioned the following in the article:

Photoswitchable or photoactivatable fluorescent species have been found wide applications within supramol. chem. and materials science. In this study, we successfully constructed two highly emissive Pt(II) metallacycles from the diarylethene ligands via coordination-driven self-assembly. Different from the most known fluorescent metallacycles, the obtained metallacycles have displayed “”turn-on”” fluorescence switching. They are non-fluorescent in solution, but they emit highly yellow or orange fluorescence under UV irradiation The metallacycles were well characterized by 1H NMR, 31P NMR and ESI-TOF-MS. The photochromic properties of the resultant metallacycles were investigated by 1H NMR, 31P NMR, UV/Vis spectrum and fluorescence spectrum. Notably, NMR studies revealed that these two metallacycles featured excellent cyclization efficiency (90% conversion efficiency). Moreover, the closed-ring isomers of the metallacycles displayed relatively high quantum yield (ΦF = 0.5). DFT simulations demonstrated that the antiparallel configuration of the diarylethene ligand had an angle closed to 120°, which was more stable in energy compared to the parallel configuration, thus allowing for the facile construction of highly emissive metallacycles. We believe that such highly emissive metallacycles which are in-situ prepared upon irradiation can be used as new fluorescence materials for sensing and bioimaging in the future. The experimental part of the paper was very detailed, including the reaction process of 4-Iodopyridine(cas: 15854-87-2Formula: C5H4IN)

4-Iodopyridine(cas: 15854-87-2) is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists. 4-Iodopyridine is a halogenated heterocycle that is a building block for proteomics research.Formula: C5H4IN

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

In 2019,Advanced Synthesis & Catalysis included an article by Lu, Hao; Li, Zheng. Safety of 1-Chloro-3-iodobenzene. The article was titled 《Palladium-Catalyzed One-Pot Four-Component Synthesis of β-Cyano-α,β-unsaturated Ketones Using Calcium Carbide as an Acetylene Source and Potassium Hexacyanoferrate(II) as an Eco-Friendly Cyanide Source》. The information in the text is summarized as follows:

Palladium-catalyzed one-pot four-component synthesis of β-cyano-α,β-unsaturated ketones (Ar)(CN)C=CH(C(O)Ar1) [Ar = Ph, 4-MeC6H4, 2-FC6H4, etc.; Ar1 = Ph, 3-BrC6H4, 4-F3CC6H4, etc.] was reported via reaction of aryl halides, calcium carbide, potassium hexacyanoferrate(II) and aroyl chlorides. The salient features of this protocol were the direct use of easy-to-handle acetylene source and eco-friendly cyanide source, wide scope of substrates with good functional group tolerance and simple work-up procedure. After reading the article, we found that the author used 1-Chloro-3-iodobenzene(cas: 625-99-0Safety of 1-Chloro-3-iodobenzene)

1-Chloro-3-iodobenzene(cas: 625-99-0) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Safety of 1-Chloro-3-iodobenzene

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

In 2019,Organic Chemistry Frontiers included an article by Cai, Libo; Zhu, Xiaoyi; Chen, Jiayi; Lin, Aijun; Yao, Hequan. Reference of Trimethylsulfoxonium iodide. The article was titled 《Rh(III)-Catalyzed C-H activation/annulation of salicylaldehydes with sulfoxonium ylides for the synthesis of chromones》. The information in the text is summarized as follows:

A rhodium(III)-catalyzed C-H activation/annulation of salicylaldehydes e.g., 2-OHC6H4CHO with sulfoxonium ylides RC(O)CH=S(O)(CH3)CH3 (R = Ph, t-Bu, cyclohexyl, thiophen-2-yl, etc.) has been developed for the formation of 2-substituted chromones e.g., I in good yields with broad functional group tolerance. The utility of this strategy was showcased by the late-stage modification of some biol. active mols. Moreover, structurally diverse 2,3-disubstituted chromones II (R1 = Cl, CF3, diethoxyphosphoroso, etc.) were also constructed by the C3 C-H functionalization reactions.Trimethylsulfoxonium iodide(cas: 1774-47-6Reference of Trimethylsulfoxonium iodide) was used in this study.

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Reference of Trimethylsulfoxonium iodide

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