Month: October 2022

Guo, Zhonglin; Zhou, Pan; Song, Hongjian; Liu, Yuxiu; Zhang, Jingjing; Li, Yongqiang; Wang, Qingmin published an article in 2021. The article was titled 《Design, Synthesis, and Bioactivities of Phthalide and Coumarin Derivatives Based on the Biosynthesis and Structure Simplification of Gossypol》, and you may find the article in Journal of Agricultural and Food Chemistry.Name: 2-Iodobenzoic acid The information in the text is summarized as follows:

Because gossypol and hemigossypol show antiviral activity but are structurally complex, we designed and synthesized a series of structurally simpler phthalide and coumarin derivatives The phthalide derivatives were synthesized by opening the naphthalene ring of hemigossypol, and the coumarin derivatives were synthesized by ring-opening reactions of the phthalide derivatives with the goal of investigating the effect of the lactone ring size on bioactivity. The bioassay results showed that the two series of target compounds possessed moderate to good activities against tobacco mosaic virus, One of the compounds showed in vivo inactivation, curative, and protection activities of 50 ± 1, 53 ± 3, and 48 ± 2% at 500 mg/L, values which are higher than those of gossypol (32 ± 1, 35 ± 1, 29 ± 1%, resp.) and comparable to those of hemigossypol (55 ± 1, 49 ± 1, and 48 ± 1%, resp.) and the com. antiviral agent ningnanmycin (56 ± 2, 54 ± 1, 58 ± 1%) at the same dose. Thus, this compound is a promising candidate for the development of new anti-plant-virus agents. In addition, most of the synthesized compounds showed broad-spectrum activity when tested against 14 kinds of phytopathogenic fungi and showed selectivity against Sclerotinia sclerotiorum, Physalospora piricola, and Rhizoctonia cerealis. Moreover, some of the compounds exhibited activity against Plutella xylostella larvae; the two most active compounds exhibited larvicidal activities (LC50) of 4.10 and 5.47 mg/L, resp. Further studies showed that these compounds also exhibited insecticidal activities against Mythimna separata, Helicoverpa armigera, and Pyrausta nubilalis larvae. In addition to this study using 2-Iodobenzoic acid, there are many other studies that have used 2-Iodobenzoic acid(cas: 88-67-5Name: 2-Iodobenzoic acid) was used in this study.

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides.Name: 2-Iodobenzoic acid 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.

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

In 2022,Kitamura, Mitsuru; Eto, Takashi; Konai, Kazushige; Takahashi, Shuhei; Shimooka, Hirokazu; Okauchi, Tatsuo published an article in European Journal of Organic Chemistry. The title of the article was 《Synthesis of Diazoquinones and Azidophenols via Diazo-Transfer Reaction of Phenols》.Quality Control of 3-Iodophenol The author mentioned the following in the article:

The first efficient diazo-transfer reaction of phenols was described for the synthesis of o-quinone diazides (diazoquinones) from phenols in high yields using 2-azido-1,3-bis(2,6-diisopropylphenyl)imidazolium hexafluorophosphate (IPrAP, 2-PF6), which was a safe and stable crystalline The reaction efficiently proceeded in methanol in the presence of a base. Phenols substituted with electron-donating groups reacted more smoothly than those having electron withdrawing groups. Reactive phenols were diazotized by IPrAP with iPr2NH as a base, and low reactive phenols were diazotized with N,N-dimethyl-4-aminopyridine (DMAP). Furthermore, the formed diazoquinones reacted with sodium azide in 2-methoxyethanol and afforded the corresponding azidophenol in high yields.3-Iodophenol(cas: 626-02-8Quality Control of 3-Iodophenol) 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. Quality Control of 3-Iodophenol Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.

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

In 2022,Kang, Do Hyung; Kim, Jinwoo; Eun, Han Jun; Kim, Sang Kyu published an article in Journal of the American Chemical Society. The title of the article was 《Experimental Observation of the Resonant Doorways to Anion Chemistry: Dynamic Role of Dipole-Bound Feshbach Resonances in Dissociative Electron Attachment》.Recommanded Product: 3-Iodophenol The author mentioned the following in the article:

Anion chem. dynamics of autodetachment and fragmentation mediated by the dipole-bound state (DBS) have been thoroughly investigated in a state-specific way by employing the picosecond time-resolved or the nanosecond frequency-resolved spectroscopy combined with the cryogenically cooled ion trap and velocity-map imaging techniques. For the ortho-, meta-, or para-iodophenoxide anion (o-, m-, or p-IPhO-), the C-I bond rupture occurs via the nonadiabatic transition from the DBS to the nearby valence-bound states (VBS) of the anion where the vibronic coupling into the S1 (πσ*) state (repulsive along the C-I bond extension coordinate) should be largely responsible. Dynamic details are governed by the isomer-specific nature of the potential energy surfaces in the vicinity of the DBS-VBS curve crossings, as manifested in the huge different chem. reactivity of o-, m-, or p-IPhO-. It is confirmed here that the C-I bond dissociation is mediated by DBS resonances, providing the foremost evidence that the metastable DBS plays the critical role as the doorway into the anion chem. especially of the dissociative electron attachment (DEA). The fragmentation channel is dominant when it is mediated by the DBS resonances located below the electron-affinity (EA) threshold, whereas it is kinetically adjusted by the competitive autodetachment when the DBS resonances above EA convey the electron to the valence orbitals. The product yield of the C-I bond cleavage is strongly mode-dependent as the rate of the concomitant autodetachment is much influenced by the characteristics of the individual vibrational modes, paving a new way of the reaction control of the anion chem. In the experiment, the researchers used many compounds, for example, 3-Iodophenol(cas: 626-02-8Recommanded Product: 3-Iodophenol)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.Recommanded Product: 3-Iodophenol In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.

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

In 2022,Arora, Ramon; Rodriguez, Jose F.; Whyte, Andrew; Lautens, Mark published an article in Angewandte Chemie, International Edition. The title of the article was 《Accessing Unsymmetrically Linked Heterocycles through Stereoselective Palladium-Catalyzed Domino Cyclization》.HPLC of Formula: 63069-48-7 The author mentioned the following in the article:

A palladium-catalyzed strategy is presented to synthesize unsym. linked heterocycles within stereoselective tetrasubstituted olefins I [R 1 = C6H5, 3-ClC6H4, 3-CH3C6H4, etc.; R2 = H, 5-Me, 5-Cl, 5-CF3, 6-C(O)2Me; R3 = Me, Bn, cyclohexylmethyl, etc.; R4 = Ph, 2-thienyl, cyclohexynyl, etc.; R5 = H, 6-Cl, 5-CN, 5-F, 5-CF3]. This reaction is proposed to occur via a vinyl-PdII intermediate capable of initiating the cyclization of various alkyne-tethered nucleophiles II (R6 = H, 5-Me, 5-Cl, 5-CF3, 5-C(O)2Me) and III (R7 = H, 5-Cl, 4-CN, 4-F, 4-CF3). Products I are formed in up to 96% yield with excellent stereoselectivities using low catalyst loadings. This transformation was scalable up to 1 mmol and mechanistic studies suggest a syn-carbopalladation of the carbamoyl chloride followed by PdII-catalyzed cyclization of alkyne-tethered nucleophiles. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7HPLC of Formula: 63069-48-7) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.HPLC of Formula: 63069-48-7

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

In 2022,Chang, Fengwei; Wang, Chengyi; Chen, Qipeng; Zhang, Yongjin; Liu, Guohua published an article in Angewandte Chemie, International Edition. The title of the article was 《A Chemoenzymatic Cascade Combining a Hydration Catalyst with an Amine Dehydrogenase: Synthesis of Chiral Amines》.Category: iodides-buliding-blocks The author mentioned the following in the article:

An encapsulated Au/carbene combined with a free amine dehydrogenase as a co-catalyst system that enabled an efficient hydration/amination enantioselective cascade process to be accomplished was developed. The mechanistic investigation disclosed dual catalysis comprised of alkyne hydration, followed by a reductive amination process. In the experimental materials used by the author, we found 3-Iodophenol(cas: 626-02-8Category: iodides-buliding-blocks)

3-Iodophenol(cas: 626-02-8) belongs to 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

Synthetic Route of C5H4INIn 2019 ,《Dynamic Open Coordination Cage from Nonsymmetrical Imidazole-Pyridine Ditopic Ligands for Turn-On/Off Anion Binding》 appeared in Angewandte Chemie, International Edition. The author of the article were Ogata, Daiji; Yuasa, Junpei. The article conveys some information:

This work demonstrates a new nonconventional ligand design, imidazole/pyridine-based nonsym. ditopic ligands (1 and 1S), to construct a dynamic open coordination cage from nonsym. building blocks. Upon complex formation with Pd2+ at a 1:4 molar ratio, 1 and 1S initially form mononuclear PdL4 complexes (Pd2+(1)4 and Pd2+(1S)4) without formation of a cage. The PdL4 complexes undergo a stoichiometrically controlled structural transition to Pd2L4 open cages ((Pd2+)2(1)4 and (Pd2+)2(1S)4) capable of anion binding, leading to turn-on anion binding. The structural transitions between the Pd2L4 open cage and the PdL4 complex are reversible. Thus, stoichiometric addition (2 equiv) of free 1S to the (Pd2+)2(1S)4 open cage holding a guest anion ((Pd2+)2(1S)4·G-) enables the structural transition to the Pd2+(1S)4 complex, which does not have a cage and thus causes the release of the guest anion (Pd2+(1S)4+G-). In the experiment, the researchers used many compounds, for example, 4-Iodopyridine(cas: 15854-87-2Synthetic Route of C5H4IN)

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

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

Synthetic Route of C10H18INO2In 2019 ,《Ligand-Controlled Regiodivergent Hydroalkylation of Pyrrolines》 appeared in Angewandte Chemie, International Edition. The author of the article were Qian, Deyun; Hu, Xile. The article conveys some information:

Two series of C-alkylated pyrrolidines I [R = Boc, Cbz; R1 = i-Pr, cyclopentyl, indol-1-yl, etc.] and II [R2 = CO2Ph, Boc, Cbz; R3 = cyclohexyl, (CH2)3Ph, 2-thienyl, etc.] were synthesized via ligand controlled nickel-catalyzed regiodivergent hydroalkylation of 3-pyrrolines with alkyl/aryl halides. This method demonstrated broad scope and high functional-group tolerance and could be applied in late-stage functionalizations. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Synthetic Route of C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Synthetic Route of C10H18INO2

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

Product Details of 90-14-2In 2019 ,《One-Pot and Reducible-Functional-Group-Tolerant Synthesis of α-Aryl- and α-Heteroaryl-α-Trifluoromethyl Alcohols via Tandem Trifluoroacetylation and MPV Type Reduction》 was published in European Journal of Organic Chemistry. The article was written by Funabiki, Kazumasa; Hayakawa, Ayaka; Kani, Ryunosuke; Inuzuka, Toshiyasu; Kubota, Yashuhiro. The article contains the following contents:

We have developed a new one-pot synthesis of α-aryl- and α-heteroaryl-α-trifluoromethyl alcs. carrying not only arenes with electron-withdrawing groups but also electron-deficient nitrogen-containing heteroarenes, which are of increasing interest because these compounds are some of the most important units in current fluorine-containing inhibitors or antagonists. This new method includes three tandem reactions in a one-pot synthesis: (1) the in situ generation of functionalized aromatic and electron-deficient heteroaromatic Grignard reagents, (2) trifluoroacetylation of the generated Grignard reagents with diphenylmethyl trifluoroacetate, and (3) successive Meerwein-Ponndorf-Verley type reduction It offers several advantages, including no need for expensive transition metals and gaseous trifluoromethylating reagents, toleration of not only reducible functional groups on the aryl groups but also electron-deficient nitrogen-containing heterocycles, easy scalability, and the ability to suppress the formation of the bis-aldol product as a byproduct by changing the ester moiety of the trifluoroacetate from an iso-Pr to a diphenylmethyl group. The results came from multiple reactions, including the reaction of 1-Iodonaphthalene(cas: 90-14-2Product Details of 90-14-2)

1-Iodonaphthalene(cas: 90-14-2) is one of 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Product Details of 90-14-2

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

《Direct Synthesis of Tri-/Difluoromethyl Ketones from Carboxylic Acids by Cross-Coupling with Acyloxyphosphonium Ions》 was written by Ispizua-Rodriguez, Xanath; Munoz, Socrates B.; Krishnamurti, Vinayak; Mathew, Thomas; Prakash, G. K. S.. Recommanded Product: 2-Iodobenzoic acidThis research focused ontrifluoromethyl ketone preparation chemoselective; carboxylic acid trifluoromethyltrimethylsilane cross coupling reaction; difluoromethyl ketone preparation chemoselective; dimethylpropyleneurea zinc difluoromethyl carboxylic acid cross coupling reaction; TMSCF3; acyloxyphosphonium; carboxylic acids; copper; difluoromethyl ketones; trifluoromethyl ketones. The article conveys some information:

A simple and straightforward approach to the synthesis of trifluoromethyl and difluoromethyl ketones RC(O)CF3 [R = naphth-2-yl, benzyl, (Z)-cycloundecen-2-yl, etc.] and RC(O)CF2H from widely available carboxylic acids RC(O)OH is disclosed. The transformation utilizes an acyloxyphosphonium ion as the active electrophile, conveniently generated in situ from the carboxylic acid substrate by using commodity chems. The utility of the reaction system is exemplified by its chemoselectivity, with tolerance to a variety of important functional groups. The late-stage functionalization of carboxylic acid active pharmaceutical ingredients and pharmaceutically relevant compounds is also discussed. The results came from multiple reactions, including the reaction of 2-Iodobenzoic acid(cas: 88-67-5Recommanded Product: 2-Iodobenzoic acid)

2-Iodobenzoic acid(cas: 88-67-5) belongs to 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.Recommanded Product: 2-Iodobenzoic acid

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

《Electrochemical Vicinal Difluorination of Alkenes: Scalable and Amenable to Electron-rich Substrates》 was written by Doobary, Sayad; Sedikides, Alexi T.; Caldora, Henry P.; Poole, Darren L.; Lennox, Alastair J. J.. HPLC of Formula: 624-31-7This research focused onvicinal difluoroalkane preparation difluorination unactivated alkene hypervalent iodine mediator; electrochem difluorination unactivated alkene hypervalent iodine mediator; electrochemistry; fluorination; green chemistry; hypervalent iodine; oxidation. The article conveys some information:

Fluorinated alkyl groups are important motifs in bioactive compounds, pos. influencing pharmacokinetics, potency and conformation. The oxidative difluorination of alkenes represents an important strategy for their preparation, yet current methods are limited in their alkene-types and tolerance of electron-rich, readily oxidized functionalities, as well as in their safety and scalability. Herein, we report a method for the difluorination of a number of unactivated alkene-types that is tolerant of electron-rich functionality, giving products that are otherwise unattainable. Key to success is the electrochem. generation of a hypervalent iodine mediator using an “”ex-cell”” approach, which avoids oxidative substrate decomposition The more sustainable conditions give good to excellent yields in up to decagram scales. Of note, when handling HF reagents, personal protection is of utmost importance. In the experimental materials used by the author, we found 1-Iodo-4-methylbenzene(cas: 624-31-7HPLC of Formula: 624-31-7)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.HPLC of Formula: 624-31-7

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