Category: iodides-buliding-blocks

Phase transfer catalyzed asymmetric alkylations of imine glycinamides was written by Kumar, Sanjeev;Ramachandran, Uma. And the article was included in Tetrahedron: Asymmetry in 2003.Formula: C4H8ClI This article mentions the following:

Herein we report the use of achiral imine glycinamides as substrates for asym. alkylations using chiral phase-transfer catalysts for the first time. Initially tried for obtaining a key intermediate for the synthesis of levobupivacaine, we expanded the study to other N-mono and N,N-disubstituted imine glycinamides. A possible explanation for the lower enantioselectivity observed in the case of alkylation of N-monosubstituted as compared to N,N-disubstituted glycinamides is also provided. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Formula: C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.Formula: C4H8ClI

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

Fast Halogenation of Some N-Heterocycles by Means of N,N’-Dihalo-5,5-dimethylhydantoin was written by Sandtorv, Alexander H.;Bjorsvik, Hans-Rene. And the article was included in Advanced Synthesis & Catalysis in 2013.COA of Formula: C3H2I2N2 This article mentions the following:

An instantaneous, selective and high-yielding halogenation process is reported. The method operates with imidazoles, pyrazoles, and indoles under benign reaction conditions. The developed process involves the use of N,N’-dihalo-5,5-dimethylhydantoins (halo = chlorine, bromine, iodine) as halogenation reagents that are activated by catalytic quantities of a strong Bronsted acid. Moreover, the halogenation process is switchable to produce either the mono- or di-halogenated products. Issues related to the reaction mechanism are investigated and a proposal for a reaction mechanism is disclosed. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9COA of Formula: C3H2I2N2).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.COA of Formula: C3H2I2N2

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

Efficient palladium-catalyzed synthesis of unsymmetrical donor-acceptor biaryls and polyaryls was written by Amatore, Christian;Jutand, Anny;Negri, Serge;Fauvarque, Jean Francois. And the article was included in Journal of Organometallic Chemistry in 1990.Recommanded Product: N,N-Diethyl-4-iodobenzamide This article mentions the following:

4,4′-Unsym. substituted biphenyls were synthesized by cross-coupling reactions of substituted aromatic organometallic reagents and aromatic halides catalyzed by palladium complexes. This two-step method from com. available aromatic halides was used for the synthesis of a series of donor/acceptor para-substituted biphenyls, RC₆H₄C₆H₄R¹ (R = electron donor group, R¹ = electron acceptor group), which are of interest as liquid crystal precursors and as having potential in nonlinear optics. Thus, 4-Me₂NC₆H₄ZnCl reacted with 4-BrC₆H₄CN to give 78% 4-Me₂NC₆H₄C₆H₄CN-4′. Biaryls (e.g., I, X = O, S) in which the donor-Ph moiety is replaced by 2-furyl or 2-thienyl were synthesized similarly. The method was also used for the convergent synthesis of previously unreported unsym. substituted polyparaphenylenes 4-R(C₆H₄)_nCN (R = Br, Me₂N, MeS; n = 3, 4). In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Recommanded Product: N,N-Diethyl-4-iodobenzamide).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Recommanded Product: N,N-Diethyl-4-iodobenzamide

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

Pd(II)-Catalyzed Synthesis of Benzocyclobutenes by β-Methylene-Selective C(sp³)-H Arylation with a Transient Directing Group was written by Provencher, Philip A.;Hoskin, John F.;Wong, Jonathan J.;Chen, Xiangyang;Yu, Jin-Quan;Houk, K. N.;Sorensen, Erik J.. And the article was included in Journal of the American Chemical Society in 2021.Name: (5-Fluoro-2-iodophenyl)methanol This article mentions the following:

Methylene-selective C-H functionalization is a significant hurdle that remains to be addressed in the field of Pd(II) catalysis. A Pd(II)-catalyzed synthesis of benzocyclobutenes I (R = 3-I, 2-F, 3,4-(F)₂, etc.; R¹ = H, Me, Bu; R² = Me, Et) by methylene-selective C(sp³)-H arylation of ketones has been described. The reaction utilizes glycine as a transient directing group and a 2-pyridone ligand, which may govern the methylene selectivity by making intimate mol. associations with the substrate during concerted metalation-deprotonation. This reaction is shown to be highly selective for intramol. methylene C(sp³)-H arylation, thus enabling sequential C(sp³)-H functionalization. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Name: (5-Fluoro-2-iodophenyl)methanol).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) 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. 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.Name: (5-Fluoro-2-iodophenyl)methanol

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

Programmable synthesis of multiply arylated cubanes through C-H metalation and arylation was written by Okude, Ryo;Mori, Genki;Yagi, Akiko;Itami, Kenichiro. And the article was included in Chemical Science in 2020.Category: iodides-buliding-blocks This article mentions the following:

Cubane (C₈H₈), a cubic alkane, was long attracted attention owing to its unique 3D structure. In order to utilize the cubane scaffold widely in science and technol., a powerful method for synthesizing diverse cubane derivatives was required. The synthesis of mono-, di-, tri-, and tetra-arylated cubaneS was discussed. Directed ortho-metalation with lithium base/alkyl zinc and subsequent palladium-catalyzed arylation enabled C-H metalation and arylation of cubane. This reaction allows the late-stage and regioselective installation of a wide range of aryl groups, realizing the first programmable synthesis of diverse multiply arylated cubanes. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Category: iodides-buliding-blocks).

N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8) 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. 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

Reductive Cross-Coupling of α-Oxy Halides Enabled by Thermal Catalysis, Photocatalysis, Electrocatalysis, or Mechanochemistry was written by Zhu, Chen;Lee, Shao-Chi;Chen, Haifeng;Yue, Huifeng;Rueping, Magnus. And the article was included in Angewandte Chemie, International Edition in 2022.Synthetic Route of C8H5IS This article mentions the following:

A reductive cross-coupling reaction of α-oxy halides, simply generated from aldehydes, with a series of C(sp²)- and C(sp)-electrophiles was reported. A wide range of aryl and heteroatom aryl halides, vinyl bromides, alkynyl bromides, and acyl chlorides react with unhindered and hindered aldehyde-derived α-oxy halides by providing protected alcs. as well as α-hydroxy ketones. Noteworthy, the reductive couplings are achieved not only through thermal catalysis with the use of metal reductants but also by photocatalysis, electrochem., and mechanochem. The unrestricted interchange of the four strategies indicates their underlying mechanistic similarities. The generation of NiI intermediate was proposed to be the key point for ketyl radical formation via a single-electron transfer (SET) event, which was rationalized by an array of control experiments and d. functional theory (DFT) calculations In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Synthetic Route of C8H5IS).

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. 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.Synthetic Route of C8H5IS

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

Visible-Light-Induced Radical Carbo-Cyclization/gem-Diborylation through Triplet Energy Transfer between a Gold Catalyst and Aryl Iodides was written by Zhang, Lumin;Si, Xiaojia;Rominger, Frank;Hashmi, A. Stephen K.. And the article was included in Journal of the American Chemical Society in 2020.Application In Synthesis of 4-Bromo-2-iodophenol This article mentions the following:

Gem-Diboronates I (X = O, S, NBoc; R¹ = H, halo, MeCO, MeO₂C, ^tBu, CF₃, MeSO₂NH; R² = H, Me, Et; R³ = H, Me, ⁱPr, Bu) were prepared by photochem. diboration of propargylic substrates 2-I-R¹C₆H₃XCHR³CCR² with B₂pin₂ catalyzed by gold complex [Au₂(μ-dppm)₂(OTf)₂] with up to 90% yields. Geminal diboronates have attracted significant attention because of their unique structures and reactivity. However, benzofuran-, indole- and benzothiophene-based benzylic gem-diboronates, building blocks for biol. relevant compounds, are unknown. A promising protocol using visible light and aryl iodides for constructing valuable building blocks, including benzofuran-, indole- and benzothiophene-based benzylic gem-diboronates, via radical carbo-cyclization/gem-diborylation of alkynes with a high functional group tolerance is presented. The utility of these gem-diboronates has been demonstrated by a ten gram scale conversion, by versatile transformations, by including the synthesis of approved drug scaffolds and two approved drugs, and even by polymer synthesis. The mechanistic investigation indicates that the merging of the dinuclear gold catalyst (photoexcitation by 315-400 nm UVA light) with Na₂CO₃ is directly responsible for photosensitization of aryl iodides (photoexcitation by 254 nm UV light) with blue LEDs light (410-490 nm, λmax = 465 nm) through an energy transfer (EnT) process, followed by homolytic cleavage of the C-I bond in the aryl iodide substrates. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application In Synthesis of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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.Application In Synthesis of 4-Bromo-2-iodophenol

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

Design, synthesis, biological evaluation and molecular modelling studies of oxoacetamide warhead containing indole-quinazolinone based novel hybrid analogues as potential pancreatic lipase inhibitors was written by Auti, Prashant S.;Nandi, Arijit;Kumari, Vijeta;Paul, Atish T.. And the article was included in New Journal of Chemistry in 2022.Synthetic Route of C7H6INO2 This article mentions the following:

A novel series of indolyl oxoacetamide-quinazolinone hybrid analogs (9aa-9df) were designed, synthesized, and evaluated for their in vitro pancreatic lipase (PL) inhibitory potential which may lead to efficient anti-obesity agents. All the synthesized hybrid analogs exhibited moderate to potent PL inhibitory activity (IC50 = 32.51 to 4.86 μM). Among all the analogs, 9ak, 9af, 9aj, and 9ah were found to have the most potent PL inhibitory activity (IC50 = 4.86, 5.73, 5.83, and 5.94 μM resp.), as compared to orlistat (IC50 = 0.86 μM). The most potent analogs 9af and 9ak were found to inhibit PL competitively with an inhibition constant (Ki) of 2.136, 1.648 μM. Furthermore, the docking study confirmed the binding of analogs 9ak and 9af (MolDock score of -161.25, -133.67 kcal mol-1) that exhibited docking interactions with important active site amino acids, namely Phe 77, Tyr 114, Ser 152, Arg 256, His 263, etc. Also, the anal. of analog 9ak and 9af in SeeSAR revealed the covalent inhibition of PL. In mol. dynamics simulations of 100 ns, the complex between each analog (9ak & 9af) and PL was found to be stable (RMSD < 1.5 Å). The present work highlights the importance of a hybrid drug design approach for the development of indole and quinazolinone containing hybrids as potential PL inhibitors. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Synthetic Route of C7H6INO2).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) 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. 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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Synthetic Route of C7H6INO2

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

Acid-promoted selective synthesis of trifluoromethylselenolated benzofurans with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate was written by Liu, Juyan;Tian, Miaomiao;Li, Ankun;Ji, Liangshuo;Qiu, Di;Zhao, Xia. And the article was included in Tetrahedron Letters in 2021.Related Products of 207115-22-8 This article mentions the following:

A Bronsted acid-promoted trifluoromethylselenolation of benzofurans was disclosed by using Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate as a stable and easily prepared electrophilic trifluoromethylselenolating reagent. A wide range of SeCF₃-substituted benzofuran derivatives I [R¹ = H, 5-Cl, 6-MeO, etc.; R² = Ph, 2-FC₆H₄, 4-BrC₆H₄, etc.] were obtained in moderate to good yields with excellent regioselectivity. The tandem cyclization/trifluoromethylselenolation procedure of 1-methoxy-2-(arylethynyl)benzenes were also realized by engaging FeCl₃ as the catalyst. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Related Products of 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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.Related Products of 207115-22-8

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

K₂S₂O₈-promoted [2+2]-cycloaddition of benzyl-2-(3-hydroxypropynyl)-benzoates: A new route to polysubstituted cyclobutanes was written by Zhu, Hai-Tao;Tong, Xiao-Juan;Zhou, Ni-Ni;Yang, De-Suo;Fan, Ming-Jin. And the article was included in Tetrahedron Letters in 2016.Reference of 13420-63-8 This article mentions the following:

An efficient and convenient metal-free [2+2]-cycloaddition of benzyl-2-(3-hydroxypropynyl)-benzoates via allene processes was developed, which provides impressive access to fused cyclobutanes from easily accessed π-components. This transformation involved the cleavage of two C-O bonds, the formations of two C-O bonds and two C-C bonds and showed some advantages, including mild conditions and wide substrate scope. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Reference of 13420-63-8).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) 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.Reference of 13420-63-8

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