Category: iodides-buliding-blocks

A convenient and efficient H₂SO₄-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide was written by Wu, Yong-Qi;Lu, Hai-Jia;Zhao, Wen-Ting;Zhao, Hong-Yi;Lin, Zi-Yun;Zhang, Dong-Feng;Huang, Hai-Hong. And the article was included in Synthetic Communications in 2020.Recommanded Product: 4-Bromo-2-iodophenol This article mentions the following:

A convenient, rapid H₂SO₄-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives e.g., I were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H₂SO₄ using N-chlorosuccinimide and N-iodosuccinimide, resp. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Recommanded Product: 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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. 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.Recommanded Product: 4-Bromo-2-iodophenol

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

Synthesis of 3-Substituted Chromones and Quinolones from Enaminones was written by Joussot, Jessie;Schoenfelder, Angele;Larquetoux, Laurent;Nicolas, Marc;Suffert, Jean;Blond, Gaelle. And the article was included in Synthesis in 2016.Recommanded Product: 10297-05-9 This article mentions the following:

A facile and efficient synthetic route to 3-substituted chromones and quinolones was developed. Silver triflate was employed to activate the electrophile to react with various readily available enaminones. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Recommanded Product: 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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.Recommanded Product: 10297-05-9

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

Catalytic asymmetric reductive hydroalkylation of enamides and enecarbamates to chiral aliphatic amines was written by Wang, Jia-Wang;Li, Yan;Nie, Wan;Chang, Zhe;Yu, Zi-An;Zhao, Yi-Fan;Lu, Xi;Fu, Yao. And the article was included in Nature Communications in 2021.HPLC of Formula: 10297-05-9 This article mentions the following:

A mild and general nickel-catalyzed asym. reductive hydroalkylation effectively converted to enamides and enecarbamates into drug-like α-branched chiral amines was reported. This reaction involved the regio- and stereoselective hydrometallation of an enamide or enecarbamate to generated a catalytic amount of enantioenriched alkylnickel intermediate, followed by C-C bond formation via alkyl electrophiles. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9HPLC of Formula: 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. 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.HPLC of Formula: 10297-05-9

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

Synthetic analogs of nicotine. VI. Nicotine substituted in the 5-position was written by Rondahl, Lars. And the article was included in Acta Pharmaceutica Suecica in 1977.Electric Literature of C6H4INO2 This article mentions the following:

DL-5-chloro- and 5-bromonicotine were prepared by treating Et 5-chloro- and 5-bromonicotinate with 1-methyl-2-pyrrolidone to give the 1-methyl-3-(5-halonicotinoyl)-2-pyrrolidones, which were treated with HBr followed by KOH. DL-5-iodonicotine was prepared by amination and diazotization of DL-5-bromonicotine followed by substitution with KI. The basicity of the 5-halonicotines was related to the nicotine like activity. In the experiment, the researchers used many compounds, for example, 5-Iodonicotinic acid (cas: 15366-65-1Electric Literature of C6H4INO2).

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. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C6H4INO2

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

Enantioselective Electrochemical Lactonization Using Chiral Iodoarenes as Mediators was written by Gao, Wen-Chao;Xiong, Zi-Yue;Pirhaghani, Shafigh;Wirth, Thomas. And the article was included in Synthesis in 2019.Synthetic Route of C8H7IO4 This article mentions the following:

The enantioselective electrochem. lactonization of diketo acid derivatives using chiral iodoarenes as redox mediators is reported for the first time. Good to high stereoselectivities are observed in the lactonization and also in intermol. α-alkoxylations of diketo ester derivatives This enantioselective process was then adapted to an electrochem. flow microreactor where only small amounts of supporting electrolyte were necessary. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Synthetic Route of C8H7IO4).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) belongs to iodide derivatives. 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.Synthetic Route of C8H7IO4

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

Electrochemical Access to 8-(1-Phenyl-ethyl)-1,4-dioxa-8-aza-spiro[4.5]decane-7-carbonitrile. Application to the Asymmetric Syntheses of (+)-Myrtine and Alkaloid (+)-241D was written by Vu, Van Ha;Louafi, Fadila;Girard, Nicolas;Marion, Ronan;Roisnel, Thierry;Dorcet, Vincent;Hurvois, Jean-Pierre. And the article was included in Journal of Organic Chemistry in 2014.Category: iodides-buliding-blocks This article mentions the following:

The total syntheses of both enantiomers of trans-quinolizidine (+)-myrtine (I) and cis-2,4,6-trisubstituted piperidine alkaloid (+)-241D (II) are reported here. Our approach was based on the N-Boc-directed metalation of enantiopure 4-piperidone III, which was prepared in four steps from α-amino nitrile through a stereoselective alkylation-reduction decyanation process. α-Amino nitrile was prepared at the anode through electrochem. oxidation of 4-piperidone IV. In our study, α-phenylethylamine (α-PEA) allowed an efficient 1-3 stereoinduction, and an orthogonal cleavage of the N-Boc protecting group in piperidone derivatives was carried out by stirring them in a suspension of SnCl₄·(Et₂O)₂ complex in di-Et ether. When appropriate, the er’s were determined by proton and carbon NMR spectroscopy utilizing (+)-tert-butylphenylphosphinothioic acid and (+)-DBTA as chiral solvating agents. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Category: iodides-buliding-blocks).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. 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.Category: iodides-buliding-blocks

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

Second-Generation Palladium Catalyst System for Transannular C-H Functionalization of Azabicycloalkanes was written by Cabrera, Pablo J.;Lee, Melissa;Sanford, Melanie S.. And the article was included in Journal of the American Chemical Society in 2018.Name: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

This article describes the development of a second-generation catalyst system for the transannular C-H functionalization of alicyclic amines. Pyridine- and quinoline-carboxylate ligands are shown to be highly effective for increasing the reaction rate, yield, and scope of Pd-catalyzed transannular C-H arylation reactions of azabicyclo[3.1.0]hexane, azabicyclo[3.1.1]heptane, azabicyclo[3.2.1]octane, and piperidine derivatives Mechanistic studies reveal that the pyridine/quinoline-carboxylates play a role in impeding both reversible and irreversible catalyst decomposition pathways. These ligands enable the first reported examples of the transannular C-H arylation of the ubiquitous tropane, 7-azanorbornane, and homotropane cores. Finally, the pyridine/quinoline-carboxylates are shown to promote both transannular C-H arylation and transannular C-H dehydrogenation on a homotropane substrate. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Name: 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Name: 4-Iodo-1,2-dimethoxybenzene

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

Design, synthesis, and structure-activity relationship studies of novel triazole agents with strong antifungal activity against Aspergillus fumigatus was written by Ding, Zichao;Ni, Tingjunhong;Xie, Fei;Hao, Yumeng;Yu, Shichong;Chai, Xiaoyun;Jin, Yongsheng;Wang, Ting;Jiang, Yuanying;Zhang, Dazhi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Product Details of 20776-54-9 This article mentions the following:

The incidence of invasive fungal infections has dramatically increased for several decades. In order to discover novel antifungal agents with broad spectrum and anti-Aspergillus efficacy, a series of novel triazole derivatives containing 1,2,3-benzotriazin-4-one was designed and synthesized. Most of the compounds exhibited stronger in vitro antifungal activities against tested fungi than fluconazole. Moreover, 7-chloro-3-((2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl)benzo [d][1,2,3]triazin-4(3H)-one showed comparable antifungal activity against seven pathogenic strains as voriconazole and albaconazole, especially against Aspergillus fumigatus (MIC = 0.25μg/mL), and displayed moderate antifungal activity against fluconazole-resistant strains of Candida albicans. A clear SAR study indicated that compounds with groups at the 7-position resulted in novel antifungal triazoles with more effectiveness and a broader-spectrum. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Product Details of 20776-54-9).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Product Details of 20776-54-9

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

New Diarylmethylpiperazines as Potent and Selective Nonpeptidic δ Opioid Receptor Agonists with Increased In Vitro Metabolic Stability was written by Plobeck, Niklas;Delorme, Daniel;Wei, Zhong-Yong;Yang, Hua;Zhou, Fei;Schwarz, Peter;Gawell, Lars;Gagnon, Helene;Pelcman, Benjamin;Schmidt, Ralf;Yue, Shi Yi;Walpole, Christopher;Brown, William;Zhou, Edward;Labarre, Maryse;Payza, Kemal;St-Onge, Stephane;Kamassah, Augustus;Morin, Pierre-Emmanuel;Projean, Denis;Ducharme, Julie;Roberts, Edward. And the article was included in Journal of Medicinal Chemistry in 2000.Electric Literature of C11H14INO This article mentions the following:

Nonpeptide δ opioid agonists are analgesics with a potentially improved side-effect and abuse liability profile, compared to classical opioids. Andrews anal. of the NIH nonpeptide lead SNC-80 suggested the removal of substituents not predicted to contribute to binding. This approach led to a simplified lead, N,N-diethyl-4-[phenyl(1-piperazinyl)methyl]benzamide which retained potent binding affinity and selectivity to the human δ receptor (IC₅₀ = 11 nM, μ/δ = 740, κ/δ > 900) and potency as a full agonist (EC₅₀ = 36 nM) but had a markedly reduced mol. weight, only one chiral center, and increased in vitro metabolic stability. From this lead, the key pharmacophore groups for δ receptor affinity and activation were more clearly defined by SAR and mutagenesis studies. Further structural modifications confirmed the importance of the N,N-diethylbenzamide group and the piperazine lower basic nitrogen for δ binding, in agreement with mutagenesis data. A number of piperazine N-alkyl substituents were tolerated. In contrast, modifications of the Ph group led to the discovery of a series of diarylmethylpiperazines exemplified by N,N-diethyl-4-[1-piperazinyl(8-quinolinyl)methyl]benzamide which had an improved in vitro binding profile (IC₅₀ = 0.5 nM, μ/δ = 1239, EC₅₀ = 3.6 nM) and increased in vitro metabolic stability compared to SNC-80. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Electric Literature of C11H14INO).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) 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. 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.Electric Literature of C11H14INO

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

Oxone-mediated halocyclization/demethylation of 2-alkynylthioanisoles with sodium halides towards 3-halobenzo[b]thiophenes was written by Chen, Xinyu;Zhang, Zhebing;Sun, Tao;Cai, Haokun;Gao, Yuzhen;Cai, Tao;Shang, Tianbo;Luo, Yanjuan;Yu, Guoqi;Shen, Hualiang;Wu, Guofeng;Hei, Yanlin;Li, Enmin;Fan, Gang. And the article was included in Tetrahedron Letters in 2022.Related Products of 36748-88-6 This article mentions the following:

An efficient and practical protocol for the Oxone-mediated halocyclization/demethylation of 2-alkynylthioanisoles towards valuable 3-halobenzo[b]thiophenes is described. Structurally diverse 3-halobenzothiophenes were obtained in good to excellent yields under mild reaction conditions. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Related Products of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Related Products of 36748-88-6

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