Month: October 2022

《POP-Pd(II) catalyzed easy and safe in situ carbonylation towards the synthesis of α-ketoamides from secondary cyclic amines utilizing CHCl3 as a carbon monoxide surrogate》 was written by Islam, Sk Safikul; Riyajuddin, Sk; Molla, Rostam Ali; Yasmin, Nasima; Ghosh, Kaushik; Islam, Sk. Manirul. Name: 1-Bromo-4-iodobenzene And the article was included in New Journal of Chemistry in 2020. The article conveys some information:

A novel complex catalyst, POP-palladium(II), was synthesized. The developed catalyst was characterized by XRD, EDX, SEM (FE-SEM), HR-TEM, FTIR spectroscopy, UV-vis spectroscopy, TGA and BET isotherm anal. The reactivity of the incorporated palladium(II) catalyst was tested in the in-situ carbonylation of aryl iodides and secondary cyclic amines to the resp. α-ketoamides at 80°C. A large number of aryl iodides combined with CO followed by 2° amines to generate the corresponding α-ketoamides with high selectivity. This Pd(II) complex catalyst exhibited superb catalytic activities and was easily recovered after the reaction by an easy filtration method. The catalyst was reused for up to six consecutive cycles without much loss in its activity. In the experimental materials used by the author, we found 1-Bromo-4-iodobenzene(cas: 589-87-7Name: 1-Bromo-4-iodobenzene)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Name: 1-Bromo-4-iodobenzene It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

Sun, Mingjie; Chen, Xinyang; Feng, Zichao; Deng, Guobo; Yang, Yuan; Liang, Yun published their research in Organic Chemistry Frontiers in 2021. The article was titled 《A Catellani and retro-Diels-Alder strategy to access 1-amino phenanthrenes via ortho- and interannular C-H activation of 2-iodobiphenyls》.SDS of cas: 63069-48-7 The article contains the following contents:

An efficient palladium-catalyzed three-component domino reaction of 2-iodobiphenyls, O-benzoylhydroxylamines and dienes was developed to construct diverse 1-amino phenanthrene derivatives I [R1 = H, 2-Me, 3-Cl, etc.; R2 = H, 7-F, 5-Cl, etc.; R3 = Et; R4 = Et; R3R4 = morpholin-4-yl, pyrrolidin-1-yl, thiomorpholin-4-yl, etc.]. The methodol. realized simultaneous construction of one C-N bond and two C-C bonds via a Catellani and retro-Diels-Alder strategy by ortho- and interannular C-H activation of 2-iodobiphenyls. Furthermore, this methodol. featured good functional group tolerance and broad substrate scope. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.SDS of cas: 63069-48-7

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

Palav, Amey; Misal, Balu; Chaturbhuj, Ganesh published their research in Journal of Organic Chemistry in 2021. The article was titled 《NCBSI/KI: A Reagent System for Iodination of Aromatics through In Situ Generation of I-Cl》.Formula: C6H5ClIN The article contains the following contents:

In-situ iodine monochloride (I-Cl) generation followed by iodination of aromatics using NCBSI/KI system was developed. The NCBSI reagent required no activation due to longer bond length, lower bond dissociation energy, and higher absolute charge d. on nitrogen. The system was adequate for mono- and diiodination of a wide range of moderate to highly activated arenes with good yield and purity. Moreover, the precursor N-(benzenesulfonyl)benzenesulfonamide was recovered and transformed to NCBSI and made the protocol eco-friendly and cost-effective. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Formula: C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Formula: C6H5ClIN

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

Amalina, Ilma; Bennett, Ailsa; Whalley, Helen; Perera, David; McGrail, Joanne C.; Tighe, Anthony; Procter, David J.; Taylor, Stephen S. published their research in Royal Society Open Science in 2021. The article was titled 《Inhibitors of the Bub1 spindle assembly checkpoint kinase: synthesis of BAY-320 and comparison with 2OH-BNPP1》.SDS of cas: 15854-87-2 The article contains the following contents:

Bub1 is a serine/threonine kinase proposed to function centrally in mitotic chromosome alignment and the spindle assembly checkpoint (SAC); however, its role remains controversial. Although it is well documented that Bub1 phosphorylation of Histone 2A at T120 (H2ApT120) recruits Sgo1/2 to kinetochores, the requirement of its kinase activity for chromosome alignment and the SAC is debated. As small-mol. inhibitors are invaluable tools for investigating kinase function, we evaluated two potential Bub1 inhibitors: 2OH-BNPPI and BAY-320. After confirming that both inhibit Bub1 in vitro, we developed a cell-based assay for Bub1 inhibition. We overexpressed a fusion of Histone 2B and Bub1 kinase region, tethering it in proximity to H2A to generate a strong ectopic H2ApT120 signal along chromosome arms. Ectopic signal was effectively inhibited by BAY-320, but not 2OH-BNPP1 at concentrations tested. In addition, only BAY-320 was able to inhibit endogenous Bub1-mediated Sgo1 localization. Preliminary experiments using BAY-320 suggest a minor role for Bub1 kinase activity in chromosome alignment and the SAC; however, BAY-320 may exhibit off-target effects at the concentration required. Thus, 2OH-BNPP1 may not be an effective Bub1 inhibitor in cellulo, and while BAY-320 can inhibit Bub1 in cells, off-target effects highlight the need for improved Bub1 inhibitors. The experimental part of the paper was very detailed, including the reaction process of 4-Iodopyridine(cas: 15854-87-2SDS of cas: 15854-87-2)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.SDS of cas: 15854-87-2

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

Tironi, Matteo; Dix, Stefan; Hopkinson, Matthew N. published their research in Organic Chemistry Frontiers in 2021. The article was titled 《Deoxygenative nucleophilic difluoromethylselenylation of carboxylic acids and alcohols with BT-SeCF2H》.Reference of 4-Iodobenzoic acid The article contains the following contents:

The benzothiazolium salt BT-SeCF2H is introduced as an efficient nucleophilic reagent for transferring difluoromethylselenyl groups onto organic mols. SeCF2H-Containing selenoesters could be prepared upon deoxygenative substitution of readily available carboxylic acids, while silver catalysis allowed for efficient formation of (difluoromethyl)selenoethers, including the established electrophilic reagent BnSeCF2H, directly from simple alcs. To the best of knowledge, these deoxygenative reactions represent the first reported nucleophilic difluoromethylselenylation processes and thus open up new approaches to prepare valuable fluorinated compounds In the part of experimental materials, we found many familiar compounds, such as 4-Iodobenzoic acid(cas: 619-58-9Reference of 4-Iodobenzoic acid)

4-Iodobenzoic acid(cas: 619-58-9) 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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.Reference of 4-Iodobenzoic acid

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

Wang, Wenrong; Fu, Xiaoqing; Cai, Yuchen; Cheng, Li; Yao, Changsheng; Wang, Xiangshan; Li, Tuan-Jie published an article in 2021. The article was titled 《Pd(II)-Catalyzed Arylation/Oxidation of Benzylic C-H of 8-Methylquinolines: Access to 8-Benzoylquinolines》, and you may find the article in Journal of Organic Chemistry.Related Products of 589-87-7 The information in the text is summarized as follows:

An efficient access to 8-benzoylquinoline was developed by a sequential arylation/oxidation of 8-methylquinolines with aryl iodides in the presence of Pd(OAc)2. This transformation demonstrated good tolerance of a wide range of functional groups on aryl iodides, providing good to excellent yields of 8-benzoylquinolines. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-iodobenzene(cas: 589-87-7Related Products of 589-87-7)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Related Products of 589-87-7 It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

In 2022,Wessig, Pablo; Badetko, Dominik; Czarnecki, Maciej; Wichterich, Lukas; Schmidt, Peter; Brudy, Cosima; Sperlich, Eric; Kelling, Alexandra published an article in Journal of Organic Chemistry. The title of the article was 《Studies toward the Total Synthesis of Arylnaphthalene Lignans via a Photo-Dehydro-Diels-Alder (PDDA) Reaction》.COA of Formula: C6H5IO The author mentioned the following in the article:

An efficient method for the preparation of arylnaphthalene lignans (ANLs) was developed, which is based on the photo-dehydro-Diels-Alder (PDDA) reaction. While intermol. PDDA reactions turned out to be inefficient, the intramol. variant using suberic acid as tether linking two aryl propiolic esters smoothly provided naphthalenophanes. The irradiations were performed with a previously developed annular continuous-flow reactor and UVB lamps. In this way, the natural products Alashinol D, Taiwanin C, and an unnamed ANL could be prepared In addition to this study using 3-Iodophenol, there are many other studies that have used 3-Iodophenol(cas: 626-02-8COA of Formula: C6H5IO) was used in this study.

3-Iodophenol(cas: 626-02-8) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.COA of Formula: C6H5IO

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

In 2022,Chen, Rui; Liu, Sanwan; Xu, Xiaojia; Ren, Fumeng; Zhou, Jing; Tian, Xueying; Yang, Zhichun; Guanz, Xinyu; Liu, Zonghao; Zhang, Shasha; Zhang, Yiqiang; Wu, Yongzhen; Han, Liyuan; Qi, Yabing; Chen, Wei published an article in Energy & Environmental Science. The title of the article was 《Robust hole transport material with interface anchors enhances the efficiency and stability of inverted formamidinium-cesium perovskite solar cells with a certified efficiency of 22.3%》.Recommanded Product: 4-Iodopyridine The author mentioned the following in the article:

Perovskite solar cells (PSCs) require both high efficiency and reliable long-term stability for commercialization. As important as the perovskite layer, charge transport layers and their contact with the adjacent perovskite layer also play crucial roles in the efficiency and stability of PSCs. Herein, we report the use of pyridine anchoring group functionalized poly(triarylamine) (p-PY) as the hole transport layer at buried interfaces between the conductive oxide substrate and formamidinium-cesium perovskite layer to enhance the efficiency and stability of inverted PSCs. The p-PY based device exhibited a record efficiency of 22.8% (certified efficiency of 22.3%) and maintained 97.5% of the initial efficiency after operation under 1 sun equivalent white-light light-emitting diode array illumination with maximum power point tracking at 45 °C for 1000 h, and 94% and 81% of the initial efficiencies after harsh thermal aging at 85 °C for 500 h and at 120 °C for 200 h, resp. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2Recommanded Product: 4-Iodopyridine)

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.Recommanded Product: 4-Iodopyridine

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

In 2022,Kato, Daiki; Murase, Tomoya; Talode, Jalindar; Nagae, Haruki; Tsurugi, Hayato; Seki, Masahiko; Mashima, Kazushi published an article in Chemistry – A European Journal. The title of the article was 《Diarylcuprates for Selective Syntheses of Multifunctionalized Ketones from Thioesters under Mild Conditions》.Quality Control of 4-Iodobenzoic acid The author mentioned the following in the article:

Ketones were selectively synthesized from thioesters by using diarylcuprates(I) generated in situ from copper(I) salts and aryl Grignard reagents in a 1 : 1.3-1.5 ratio under ambient temperature During the ketone synthesis, various functional groups, such as carbonyl (ketones, esters, and amides), O-protecting groups, halogens, and heteroarenes, were tolerated to afford multifunctionalized ketones in excellent yields. This copper-mediated ketone synthesis could be applied to the synthesis of not only gluconolactone-derived ketone, a synthetic intermediate in the transformation to the SGLT2 inhibitor canagliflozin, but also thiolactol, a valuable synthetic intermediate for (+)-biotin. Control experiments on an isolated diphenylcuprate(I), [CuPh2]-, and DFT calculations revealed that this ketone synthesis proceeded by oxidative addition of the C-S bond of thioesters to [CuPh2]-, while reductive elimination from the CuIII intermediate produced the corresponding ketone and an inactive species [(RS)CuPh]-, the latter reacted with [CuPh]4 to regenerate the reactive diphenylcuprate(I). In addition to this study using 4-Iodobenzoic acid, there are many other studies that have used 4-Iodobenzoic acid(cas: 619-58-9Quality Control of 4-Iodobenzoic acid) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Quality Control of 4-Iodobenzoic acidIodo 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.

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

In 2022,Zhang, Di; Xiong, Youyuan; Guo, Yingjie; Zhang, Lei; Wang, Zheng; Ding, Kuiling published an article in Chemistry – A European Journal. The title of the article was 《Palladium-Catalyzed Enantioselective Intramolecular Heck Carbonylation Reactions: Asymmetric Synthesis of 2-Oxindole Ynones and Carboxylic Acids》.HPLC of Formula: 63069-48-7 The author mentioned the following in the article:

A Pd-catalyzed enantioselective domino Heck carbonylation reaction of o-iodoacrylanilides with terminal alkynes and water as the nucleophiles was discussed and afforded a diversity of β-carbonylated 2-oxindole derivatives bearing a 3,3-disubstituted all-carbon quaternary stereocenter, in high yields (55-99%) with good to excellent enantioselectivities (up to 99% ee). The synthetic utilities of the protocol was demonstrated in the gram-scale synthesis of 2-oxindole-derived ynone and carboxylic acid, as well as the facile synthesis of chiral 2-oxindoles with a pyrazole or isoxazole moiety. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7HPLC of Formula: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.HPLC of Formula: 63069-48-7

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