Month: February 2023

BODIPY-Labeled Cyclobutanes by Secondary C(sp³)-H Arylations for Live-Cell Imaging was written by Virelli, Matteo;Wang, Wei;Kuniyil, Rositha;Wu, Jun;Zanoni, Giuseppe;Fernandez, Antonio;Scott, Jamie;Vendrell, Marc;Ackermann, Lutz. And the article was included in Chemistry – A European Journal in 2019.Application of 5460-32-2 This article mentions the following:

Arylated cyclobutanes were accessed by a versatile palladium-catalyzed secondary C(sp³)-H activation, exploiting chelation assistance by modular triazoles. The C-H arylation led to cyclobutane natural product derivatives in a highly regioselective fashion, setting the stage for the easy access to novel fluorogenic boron-dipyrrin (BODIPY)-labeled probes for live-cell imaging. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Application of 5460-32-2

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

Studies on spiro[4.5]decanone prolyl hydroxylase domain inhibitors was written by Holt-Martyn, James P.;Tumber, Anthony;Rahman, Mohammed Z.;Lippl, Kerstin;Figg, William Jr;McDonough, Michael A.;Chowdhury, Rasheduzzaman;Schofield, Christopher J.. And the article was included in MedChemComm in 2019.COA of Formula: C6H4INO2 This article mentions the following:

The 2-oxoglutarate (2OG) dependent hypoxia inducible factor (HIF) prolyl hydroxylases (PHDs) are targets for treatment of anemia and other ischemia related diseases. PHD inhibitors are in clin. trials; however, the number of reported templates for PHD inhibition is limited. We report structure-activity relationship and crystallog. studies on spiro[4.5]decanone containing PHD inhibitors. Together with other studies, our results reveal spiro[4.5]decanones as useful templates for generation of potent and selective 2OG oxygenase inhibitors. In the experiment, the researchers used many compounds, for example, 2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0COA of Formula: C6H4INO2).

2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.COA of Formula: C6H4INO2

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

Fine electronic state tuning of cobaltadithiolene complexes by substituent groups on the benzene ring was written by Tsukada, Satoru;Kondo, Masataka;Sato, Hironobu;Gunji, Takahiro. And the article was included in Polyhedron in 2016.Electric Literature of C6H3F2I This article mentions the following:

A series of 3,6- and 4,5-dihalogen-substituted 1,2-benzenedithiol (H₂bdt) ligands, (3,6-X¹₂-4,5-X²₂-1,2-H₂bdt) (X² = H, X¹ = F (1a), Cl (1b), Br (1c); X¹ = H, X² = Cl (4)), and their cobalt complexes, [Cp^*Co(3,6-X¹₂-4,5-X²₂-1,2-bdt)] (X² = H, X¹ = F (2a), Cl (2b), Br (2c); X¹ = H, X² = Cl (5)), were synthesized by a modified selective thiolation reaction. The 1,2-diphenyl-substituted cobaltadithiolene complex (2d) was also synthesized. The mol. structures of all cobaltadithiolene complexes were determined by single crystal X-ray diffraction anal. Compounds 2a, 5 and 12 showed unique packing structures with intermol. interactions that confirmed them as the first examples of half-sandwich-type metalladithiolene complexes with a Cp^* ligand. The effects of the benzene substituent type and position on the metalladithiolene ring were investigated using UV-vis spectroscopy measurements and cyclic voltammetry. The results indicate that substitution of halogen atoms at the 3 and 6 position of the benzene ring had a larger effect on the dithiolene ring than substitution at the 4 and 5 positions. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Electric Literature of C6H3F2I).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Electric Literature of C6H3F2I

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

A Modular Approach to Arylazo-1,2,3-triazole Photoswitches was written by Tuck, Jeremy R.;Tombari, Robert J.;Yardeny, Noah;Olson, David E.. And the article was included in Organic Letters in 2021.Name: N,N-Diethyl-4-iodobenzamide This article mentions the following:

Azoheteroarenes make up an emerging class of photoswitchable compounds with unique photophys. properties and advantages over traditional azobenzenes. Therefore, methods for synthesizing azoheteroarenes are highly desirable. Here, we utilize azide-alkyne click chem. to access arylazo-1,2,3-triazoles, a previously unexplored class of azoheteroarenes that exhibit high thermal stabilities and near-quant. bidirectional photoconversion. Controlling the catalyst or 1,3-dipole grants access to both regioisomeric arylazotriazoles and arylazoisoxazoles, highlighting the versatility of our approach. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Name: N,N-Diethyl-4-iodobenzamide).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Name: N,N-Diethyl-4-iodobenzamide

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

Highly Z-selective synthesis of 1,3-oxathiol-2-ylidenes and 4-methylene-oxazolidine-2-thiones via atom-specific 5-exo-dig cyclization of propargyl alcohol with isothiocyanate was written by Antony Savarimuthu, S.;Leo Prakash, D. G.;Augustine Thomas, S.;Gandhi, Thirumanavelan;Bera, Mrinal K.. And the article was included in Organic & Biomolecular Chemistry in 2020.Application In Synthesis of 1,2-Difluoro-3-iodobenzene This article mentions the following:

A series of 3,4,5-trisubstituted (Z)-1,3-oxathiol-2-ylidenes I (R = 2-ClC₆H₄, 4-t-BuC₆H₄, etc.; R¹ = Ph, 2-FC₆H₄, 4-BrC₆H₄, etc.; R² = Ph, 4-FC₆H₄) was synthesized via DBU-mediated 5-exo-dig cyclization of isothiocyanates RNCS and propargyl alcs. R¹CH(OH)CCR². Exclusive S-nucleophilic cyclization was observed with propargyl alcs. R³CCCH₂OH (R³ = Ph, 2,3-F₂C₆H₃, 4-O₂NC₆H₄, etc.) and isothiocyanates RNCS to produce the corresponding 3,4-disubstituted (Z)-N-(Z)-4-ethylidene-1,3-oxathiolan-2-ylidenes II. Also, the parent propargyl alc. and isothiocyanates underwent an N-nucleophilic attack to afford 4-methyleneoxazolidine-2-thiones III. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Application In Synthesis of 1,2-Difluoro-3-iodobenzene).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Application In Synthesis of 1,2-Difluoro-3-iodobenzene

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

Enhancing Repair of Oxidative DNA Damage with Small-Molecule Activators of MTH1 was written by Lee, Yujeong;Onishi, Yoshiyuki;McPherson, Lisa;Kietrys, Anna M.;Hebenbrock, Marian;Jun, Yong Woong;Das, Ishani;Adimoolam, Shanthi;Ji, Debin;Mohsen, Michael G.;Ford, James M.;Kool, Eric T.. And the article was included in ACS Chemical Biology in 2022.Category: iodides-buliding-blocks This article mentions the following:

Here, it is reported that selected tyrosine kinase (TK) inhibitors including nilotinib, employed clin. in the treatment of chronic myeloid leukemia, are activators of the repair enzyme Human MutT Homolog 1 (MTH1). MTH1 cleanses the oxidatively damaged cellular nucleotide pool by hydrolyzing the oxidized nucleotide 8-oxo-2′-deoxyguanosine (8-oxo-dG)TP, which is a highly mutagenic lesion when incorporated into DNA. Structural optimization of analogs of TK inhibitors resulted in compounds such as SU0448, which induces 1000 +/- 100% activation of MTH1 at 10μM and 410 +/- 60% at 5μM. The compounds are found to increase the activity of the endogenous enzyme, and at least one (SU0448) decreases levels of 8-oxo-dG in cellular DNA. The results suggest the possibility of using MTH1 activators to decrease the frequency of mutagenic nucleotides entering DNA, which may be a promising strategy to suppress tumorigenesis in individuals with elevated cancer risks. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Category: iodides-buliding-blocks).

5-Iodonicotinic acid (cas: 15366-65-1) belongs to iodide derivatives. 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. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Category: iodides-buliding-blocks

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

Rapid Access to Aliphatic Sulfonamides was written by Zhang, Mingjun;Yu, Mo;Wang, Ziwen;Liu, Yuxiu;Wang, Qingmin. And the article was included in Organic Letters in 2022.Computed Properties of C4H8ClI This article mentions the following:

Herein, a mild, rapid, straightforward method for visible-light-mediated sulfonamide ethylation to afford a diverse array of compounds with C(sp³)-sulfonamide skeletons RS(O)₂N(R¹)R² (R = 4-phenylbutyl, 3,3-dimethylbutyl, 2-cyclobutylethyl, 4-(pyridin-2-yl)butyl, etc.; R¹ = H, Ph, 2-oxooxolan-3-yl, benzyl, etc.; R² = H, Me, phenyl) was reported. The method relies on inexpensive, abundant, com. available primary, secondary, and tertiary alkyl carboxylic acids I (R³ = 2-phenylethyl, 2,2-diphenylethyl, 2-(pyridin-3-yl)ethyl, pentyl, etc.) and alkyl iodides R⁴I (R⁴ = 2-cyclohexylethyl, pentyl, 4-(trimethylsilyl)butyl, hept-6-yn-1-yl, etc.) as substrates. The method has a broad substrate scope and potential utility for late-stage functionalization of natural products and synthetic medicines and can be expected to facilitate rapid structural diversification of bioactive mols. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Computed Properties of C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Computed Properties of C4H8ClI

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

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions was written by Fu, Zhengjiang;Jiang, Ligao;Zuo, Qianming;Li, Zhaojie;Liu, Yanzhu;Wei, Zhenhong;Cai, Hu. And the article was included in Organic & Biomolecular Chemistry in 2018.Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

A series of aryl halides RX [R = 2-O₂NC₆H₄, 2-NO₂-4-MeOC₆H₃, 3-chlorothiophen-2-yl, etc.; X = Cl, Br, I] was synthesized via Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids using sodium halides as halogen donor under aerobic conditions was reported. The halodecarboxylation was shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib was performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicated that Cu plays a vital role and a radical pathway was involved in the transformation. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene

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

Photoinduced self-assembly of Pt(II)-linked rings and cages via the photolabilization of a Pt(II)-pyridine bond was written by Yamashita, Ken-ichi;Sato, Kei-ichi;Kawano, Masaki;Fujita, Makoto. And the article was included in New Journal of Chemistry in 2009.Electric Literature of C10H12I2 This article mentions the following:

An inert Pt(II)-pyridine bond is considerably labilized upon UV irradiation On the basis of this phenomenon, kinetically inert Pt(II)-linked coordination rings and cages are formed in high yields from their components by obtaining a kinetically distributed mixture and subsequently equilibrating the mixture into the thermodynamically stable structures upon temporary photolabilization. This method is applicable when the pyridine rings in the ligands are not conjugated with other aromatic rings, in good agreement with DFT calculations that indicate the dependency of the photolability on the π-conjugation of the ligand frameworks. Interruption of π-conjugation either by introducing an methylene linker or by twisting the aromatic rings are effective to accomplish the photoinduced self-assembly. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Electric Literature of C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. 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.Electric Literature of C10H12I2

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

Synthesis, Photophysical Properties, and Biological Profiling of Benzothieno-Fused 7-Deazapurine Ribonucleosides was written by Yang, Chao;Pohl, Radek;Tichy, Michal;Gurska, Sona;Pavlis, Petr;Dzubak, Petr;Hajduch, Marian;Hocek, Michal. And the article was included in Journal of Organic Chemistry in 2020.Product Details of 36748-88-6 This article mentions the following:

Two isomeric series of benzothieno-fused 7-deazapurine (benzo[4′,5′]thieno[3′,2′:4,5]- and benzo[4′,5′]thieno[2′,3′:4,5]pyrrolo[2,3-d]pyrimidine) ribonucleosides were designed and synthesized. Key steps of the synthesis included the Negishi coupling of zincated dichloropyrimidine with 2- or 3-iodobenzothiophene followed by azidation, thermal or photochem. cyclization, glycosylation, and final functionalization at position 6 through cross-couplings or nucleophilic substitutions. Deprotection gave the final nucleosides, some of which showed moderate cytotoxic and antiviral activity. Most of the free nucleosides showed moderate to strong fluorescence with emission maxima of 362-554 nm. 2′-Deoxyribonucleoside and its 5′-O-triphosphate were also prepared from benzothieno-fused 7-deazaadenine derivative, and the triphosphate was a good substrate for KOD XL DNA polymerase in primer extension synthesis of modified DNA which exerted a weak fluorescence which was slightly enhanced in double-stranded DNA as compared to single-stranded oligonucleotides. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Product Details of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Product Details of 36748-88-6

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