Month: January 2023

Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange was written by Boehm, Philip;Martini, Tristano;Lee, Yong Ho;Cacherat, Bastien;Morandi, Bill. And the article was included in Angewandte Chemie, International Edition in 2021.Product Details of 5460-32-2 This article mentions the following:

An efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt is reported. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic anal. suggest a unique mechanism involving C-P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Product Details of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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.Product Details of 5460-32-2

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

A highly sensitive and selective two-photon fluorescent probe for real-time sensing of cytochrome P450 1A1 in living systems was written by Ning, Jing;Tian, Zhenhao;Wang, Bo;Ge, Guangbo;An, Yue;Hou, Jie;Wang, Chao;Zhao, Xinyu;Li, Yannan;Tian, Xiangge;Yu, Zhenlong;Huo, Xiaokui;Sun, Chengpeng;Feng, Lei;Cui, Jingnan;Ma, Xiaochi. And the article was included in Materials Chemistry Frontiers in 2018.Recommanded Product: 10297-05-9 This article mentions the following:

Cytochrome P 450 1A1 (CYP1A1), a heme-containing monooxygenase, is of particular importance for human health because of its vital role in the metabolic activation of pro-carcinogenic compounds to their ultimate carcinogens. However, CYP1A1 protein levels are extraordinarily low in normal and cancer tissues. Thus, a practical method for ultra-sensitive and real-time monitoring of CYP1A1 activity in complex biol. systems is highly sought after. In the present study, we developed a highly specific and sensitive two-photon fluorescent probe for monitoring CYP1A1 activity on the basis of the substrate preferences of this key enzyme. A panel of O-alkylated derivatives was designed and synthesized using HBN as the basic fluorophore. After screening and optimization, the derivative iPrBN was selected for further study as it displayed excellent specificity, high sensitivity and fast turn-on response to CYP1A1 relative to other human CYP isoforms. The detection limit of iPrBN for CYP1A1 was 0.036 nM, suggesting that it would be sensitive and versatile enough to detect endogenous CYP1A1 activity. Indeed, we successfully applied iPrBN to the real-time monitoring of CYP1A1 activity in human cancer cell lines and performed high-throughput screening of CYP1A1 modulators. iPrBN was also applied for the first time to the two-photon imaging of intracellular CYP1A1 in living cancer tissues and zebrafish, and our results showed that iPrBN exhibited high imaging resolution and fast response towards CYP1A1. These findings suggest that this probe is capable of accurately sensing CYP1A1 activity in complex biol. systems, which will facilitate further investigations of CYP1A1-associated physiol. and pathol. processes. 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. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Recommanded Product: 10297-05-9

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

New arenediethynylgold(I) complexes. Crystal structures of [Ph₃PAuCC(phenylendiyl-1,3)CCAuPPh₃] and [Ph₃PAuCC(mesitylendiyl-1,3)CCAuPPh₃] was written by Vicente, Jose;Chicote, Maria Teresa;Alvarez-Falcon, Miguel M.;Abrisqueta, Maria-Dolores;Hernandez, Francisco J.;Jones, Peter G.. And the article was included in Inorganica Chimica Acta in 2003.Computed Properties of C10H12I2 This article mentions the following:

Reaction the dialkynes HCC(Ar)CCH [Ar = 1,3-C₆H₄ (mphen), 1,3-(C₆HMe₃-2,4,6) (mes), 1,4-(C₆Me₄-2,3,5,6) (dur)] with [AuClL] (L = Me₂S or tetrahydrothiophene) in the presence of an excess of Et₃N gave polymeric complexes [AuCC(Ar)CCAu]_n [Ar = mphen (1), mes (2) dur (3)]. Complexes 1–3 add two equiv of phosphine or isocyanide ligands (L¹), affording [L¹AuCC(Ar)CCAuL¹] [Ar = mes, L¹ = ^tBuNC (4), XyNC, Xy = 2,6-Me₂C₆H₃, (5); Ar = dur, L¹ = PPh₃ (6), ^tBuNC (7)]. The complex [(^tBuNC)AuCC(mphen)CCAu(CN^tBu)] (8) was prepared by reaction of the 1,3-diethynylbenzene with 2 equiv of [AuCl(CN^tBu)] in the presence of NEt₃. Reaction of diethynylarenes with 2 equiv of [Au(acac)PPh₃] gave complexes [Ph₃PAuCC(Ar)CCAuPPh₃] [Ar = mphen (9), mes (10)]. The carbene complex [[(^tBuNH)(Et₂N)C:]AuCC(mes)CCAu[:C(NH^tBu)(NEt₂)]] (11) was obtained by reaction of 4 with diethylamine. The crystal structures of complexes 9 and 10 were determined by x-ray diffraction. In both cases one of the gold atoms is in an essentially linear environment [CAuP: 176.95(14) (9), 177.19(8)° (10)] while the other CAuP bond angle is appreciably bent [170.07(11) (9), 171.22(8)° (10)]. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Computed Properties 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Computed Properties of C10H12I2

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

A BEt₃-Base Catalyst for Amide Reduction with Silane was written by Yao, Wubing;Fang, Huaquan;He, Qiaoxing;Peng, Dongjie;Liu, Guixia;Huang, Zheng. And the article was included in Journal of Organic Chemistry in 2019.Application In Synthesis of N,N-Diethyl-4-iodobenzamide This article mentions the following:

Reported herein is the development of a simple but practical catalytic system for the selective reduction of amides with hydrosilane or hydrosiloxane. Low-cost and readily available triethylborane (1.0 M in THF), in combination with a catalytic amount of an alkali metal base, was found to catalyze the reduction of all three amide classes (tertiary, secondary, and primary amides) to form amines under mild conditions. In addition, the selective transformation of secondary amides to aldimines and primary amides to nitriles can also be achieved by using a proper combination of BEt₃ and base. The scope of these BEt₃-base-catalyzed amide hydrosilylation reactions has been explored in depth. Preliminary results of mechanistic studies suggest a modified Piers’ silane Si-H···B activation mode wherein the hydride abstraction by BEt₃ is promoted by the coordination of an alkoxide or hydroxide anion to the Si center. In the experiment, the researchers used many compounds, for example, N,N-Diethyl-4-iodobenzamide (cas: 77350-52-8Application In Synthesis of N,N-Diethyl-4-iodobenzamide).

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. 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.Application In Synthesis of N,N-Diethyl-4-iodobenzamide

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

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

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

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

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

Pd-Catalyzed Asymmetric Three-Component Allenol Carbopalladation and Allylic Cycloaddition Cascade: A Route to Functionalized Tetrahydrofurans was written by Li, Hongfang;Khan, Ijaz;Li, Qun;Zhang, Yong Jian. And the article was included in Organic Letters in 2022.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

The first Pd-catalyzed asym. three-component reaction of 2,3-allenol, aryl iodides RI (R = 4-methoxyphenyl, 2H-1,3-benzodioxol-5-yl, thiophen-2-yl, etc.) and 2-arylmethylenemalononitriles R¹CH=C(CN)₂ (R¹ = 2-methylphenyl, 2H-1,3-benzodioxol-5-yl, furan-2-yl, etc.) has been developed via an allenol carbopalladation and an allylic cycloaddition cascade. This process allows rapid access to substituted tetrahydrofurans I bearing diverse functional groups in good yields with high diastereoselectivities and excellent enantioselectivities. The concise total synthesis of a lignan, (-)-2-episesaminone, has been achieved by the elaboration of a functionalized THF obtained from this reaction. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene

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