Author: Jessica.F

《Photo-driven haloazidation cyclization of 1,5-enynes having cyano groups with TMSN3 and NIS/NCS/NBS under metal-free conditions》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Zou, Long; Wang, Lei; Sun, Li; Xie, Xiaofei; Li, Pinhua. SDS of cas: 516-12-1 The article mentions the following:

A visible-light-driven three-component haloazidation cyclization of 1,5-enynes I (R1 = H, 3-F, 4-Me, 5-MeO, etc.; R2 = cyclopropyl, Ph, 4-BrC6H4, 3-pyridyl, etc.) having cyano groups with TMSN3, and N-halosuccinimides (halo = X = I, Cl, Br) under metal-free and oxidant-free conditions to afford the corresponding (halovinyl)indans II has been developed. The reaction proceeds via radical addition/5-exo-dig cyclization/radical coupling process with the successive formation of C-N, C-C, and C-halogen (Cl, Br, and I) bonds, which is initiated by the addition of an azidyl radical to the carbon-carbon double bond of the 1,5-enyne. In the experiment, the researchers used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1SDS of cas: 516-12-1)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. SDS of cas: 516-12-1

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

《The optimization of cancer photodynamic therapy by utilization of a pi-extended porphyrin-type photosensitizer in combination with MITO-Porter》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Satrialdi; Munechika, Reina; Biju, Vasudevanpillai; Takano, Yuta; Harashima, Hideyoshi; Yamada, Yuma. Computed Properties of C6H5IO The article mentions the following:

The uncontrolled production of reactive oxygen species during photodynamic therapy (PDT) induces oxidative stress. The full potential of PDT is accomplished by delivery of a pi-extended porphyrin-type photosensitizer into mitochondria of tumor cells using a MITO-Porter, a mitochondrial targeting nanodevice. This strategy can be implemented for innovative cancer therapy. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Computed Properties of C6H5IO)

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.Computed Properties of C6H5IO 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

《γ-Carboline synthesis enabled by Rh(III)-catalyzed regioselective C-H annulation》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Jiang, Bo; Jia, Jingwen; Sun, Yufei; Wang, Yichun; Zeng, Jing; Bu, Xiubin; Shi, Liangliang; Sun, Xiaoying; Yang, Xiaobo. Computed Properties of C6H4ClI The article mentions the following:

A redox-neutral Rh(III)-catalyzed C-H annulation of indolyl oximes were developed. The reaction exhibited a reverse regioselectivity, thus gave an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labeling experiments and kinetic anal. were preliminarily shed light on the working mode of this catalytic system. After reading the article, we found that the author used 1-Chloro-3-iodobenzene(cas: 625-99-0Computed Properties of C6H4ClI)

1-Chloro-3-iodobenzene(cas: 625-99-0) 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. Computed Properties of C6H4ClI Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

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

Rodriguez, Jose F.; Zhang, Anji; Bajohr, Jonathan; Whyte, Andrew; Mirabi, Bijan; Lautens, Mark published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Cycloisomerization of Carbamoyl Chlorides in Hexafluorisopropanol: Stereoselective Synthesis of Chlorinated Methylene Oxindoles and Quinolinones》.Safety of 4-Chloro-2-iodoaniline The article contains the following contents:

Hexafluorisopropanol (HFIP) was employed as an additive for the generation of 3-(chloromethylene)oxindoles I [R = n-Bu, (CH2)3CN, Ph, etc.; R1 = Me, cyclohexylmethyl, Bn, etc.; R2 = H, 5-Me, 5-F, etc.] via the chloroacylation of alkyne-tethered carbamoyl chlorides. This reaction avoided the use of a metal catalyst and accessed products in high yields and stereoselectivities. Addnl., this reaction was scalable and proved amenable to a series of product derivatizations, including the synthesis of nintedanib. The reactivity of alkene-tethered carbamoyl chlorides with hexafluorisopropanol (HFIP) was harnessed towards the synthesis of 2-quinolinones II [R3 = H, Me; R4 = Me, i-Pr, Ph; R5 = Me, CH2CH=CH2]. In the experimental materials used by the author, we found 4-Chloro-2-iodoaniline(cas: 63069-48-7Safety of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Safety of 4-Chloro-2-iodoaniline

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

Reference of 1-Bromo-3-iodobenzeneIn 2020 ,《Microwave irradiated palladium-catalyzed cascade type cross coupling of phenols and halides for the synthesis of polyphenolic ethers》 appeared in International Journal of Organic Chemistry. The author of the article were Al-Masum, Mohammad; Alalwan, Houra A.. The article conveys some information:

A mild, cascade type methodol. was developed for the synthesis of poly-phenolic ethers e.g., 1,3,5-tris[4-(trifluoromethoxy)phenoxy]benzene by the palladium-catalyzed cross coupling of phenols ROH (R = Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl, 4-(trifluoromethoxy)phenyl, 2-(trifluoromethoxy)phenyl) and halo compounds such as 1,3,5-tribromobenzene, 1,3-dibromopropane, 1-bromo-3-iodobromobenzene and bromo iodomethane under microwave heating. In most cases, reactions run in neat conditions and in some cases, IPA/water mixture, and 1,4-dioxane were employed as solvents to furnish the products. By applying this new method, it was able to synthesize and purify a good number of polyether compounds e.g. 1,3,5-tris[4-(trifluoromethoxy)phenoxy]benzene with complete spectral data. In addition to this study using 1-Bromo-3-iodobenzene, there are many other studies that have used 1-Bromo-3-iodobenzene(cas: 591-18-4Reference of 1-Bromo-3-iodobenzene) was used in this study.

1-Bromo-3-iodobenzene(cas: 591-18-4) has been used in the preparation of 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene.Reference of 1-Bromo-3-iodobenzene

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

Application of 589-87-7In 2020 ,《Transition metal-free coupling reactions of benzylic trimethylammonium salts with di(hetero)aryl disulfides and diselenides》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Li, Fuhai; Wang, Dan; Chen, Hongyi; He, Ze; Zhou, Lihong; Zeng, Qingle. The article contains the following contents:

A new protocol was developed to synthesize (enantioenriched) thioethers ArCH2SAr1 [Ar = 2-thienyl, Ph, 4-FC6H4, etc.; Ar1 = Ph, 2-pyridyl, 4-O2NC6H4, etc.; stereo = rac, R, S] and selenoethers Ar2CH2SeAr3 [Ar2 = 2-pyridyl, 4-F3CC6H4, 1-naphthyl, etc.; Ar3 = 2-thienyl, Ph, 4-NCC6H4, etc.; stereo = rac, R, S] from (chiral) benzylic trimethylammonium salts and di(hetero)aryl disulfides or diselenides. These synthesis were promoted by presence of weak base and did not require the use of any transition metal, and resulted in target products with good to excellent yields (72-94%). Using quaternary ammonium salts synthesized from enantiomerically enriched amines led to highly enantiopure benzylic thioethers and selenoethers (94-99% ee) with configurations reversed from those of their enantioenriched quaternary ammonium salts. In the experiment, the researchers used 1-Bromo-4-iodobenzene(cas: 589-87-7Application of 589-87-7)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Application of 589-87-7 It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

In 2016,Castello-Mico, Alicia; Herbert, Simon A.; Leon, Thierry; Bein, Thomas; Knochel, Paul published 《Functionalizations of Mixtures of Regioisomeric Aryllithium Compounds by Selective Trapping with Dichlorozirconocene》.Angewandte Chemie, International Edition published the findings.Recommanded Product: 624-73-7 The information in the text is summarized as follows:

The reaction of mixtures of aryllithium regioisomers obtained either by directed lithiation or by Br/Li exchange with substoichiometric amounts of Cp2ZrCl2 proceeds with high regioselectivity. The least sterically hindered regioisomeric aryllithium is selectively transmetalated to the corresponding arylzirconium species leaving the more hindered aryllithium ready for various reactions with electrophiles. As an application, these regioselective transmetalations from Li to Zr were used to prepare all three lithiated regioisomers of 1,3-bis(trifluoromethyl)benzene. In the experiment, the researchers used many compounds, for example, 1,2-Diiodoethane(cas: 624-73-7Recommanded Product: 624-73-7)

1,2-Diiodoethane(cas: 624-73-7) is one of 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: 624-73-7

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

The author of 《Semi-heterogeneous Dual Nickel/Photocatalysis using Carbon Nitrides: Esterification of Carboxylic Acids with Aryl Halides》 were Pieber, Bartholomaeus; Malik, Jamal A.; Cavedon, Cristian; Gisbertz, Sebastian; Savateev, Aleksandr; Cruz, Daniel; Heil, Tobias; Zhang, Guigang; Seeberger, Peter H.. And the article was published in Angewandte Chemie, International Edition in 2019. Quality Control of 1-Iodo-4-methylbenzene The author mentioned the following in the article:

Cross-coupling reactions mediated by dual nickel/photocatalysis are synthetically attractive but rely mainly on expensive, non-recyclable noble-metal complexes as photocatalysts. Heterogeneous semiconductors, which are commonly used for artificial photosynthesis and wastewater treatment, are a sustainable alternative. Graphitic carbon nitrides, a class of metal-free polymers that can be easily prepared from bulk chems., are heterogeneous semiconductors with high potential for photocatalytic organic transformations. Here, we demonstrate that graphitic carbon nitrides in combination with nickel catalysis can induce selective C-O cross-couplings of carboxylic acids with aryl halides, yielding the resp. aryl esters in excellent yield and selectivity. The heterogeneous organic photocatalyst exhibits a broad substrate scope, is able to harvest green light, and can be recycled multiple times. In situ FTIR was used to track the reaction progress to study this transformation at different irradiation wavelengths and reaction scales. In the experimental materials used by the author, we found 1-Iodo-4-methylbenzene(cas: 624-31-7Quality Control of 1-Iodo-4-methylbenzene)

1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.Quality Control of 1-Iodo-4-methylbenzene

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

The author of 《Carboxylate-Assisted Oxidative Addition to Aminoalkyl PdII Complexes: C(sp3)-H Arylation of Alkylamines by Distinct PdII/PdIV Pathway》 were Whitehurst, William G.; Blackwell, J. Henry; Hermann, Gary N.; Gaunt, Matthew J.. And the article was published in Angewandte Chemie, International Edition in 2019. Name: 2-Iodobenzoic acid The author mentioned the following in the article:

Reported is the discovery of an approach to functionalize secondary alkylamines using 2-halobenzoic acids as aryl-transfer reagents. These reagents promote an unusually mild carboxylate-assisted oxidative addition to alkylamine-derived palladacycles. In the presence of AgI salts, a decarboxylative C(sp3)-C(sp2) bond reductive elimination leads to γ-aryl secondary alkylamines and renders the carboxylate motif a traceless directing group. Stoichiometric mechanistic studies were effectively translated to a Pd-catalyzed γ-C(sp3)-H arylation process for secondary alkylamines. In the experiment, the researchers used 2-Iodobenzoic acid(cas: 88-67-5Name: 2-Iodobenzoic acid)

2-Iodobenzoic acid(cas: 88-67-5) 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. Name: 2-Iodobenzoic acid Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

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

《Visible-light-induced triple catalysis for a ring-opening cyanation of cyclopropyl ketones》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Liu, Jing; Liu, Xiao-Peng; Wu, Hong; Wei, Yi; Lu, Fu-Dong; Guo, Kai-Rui; Cheng, Ying; Xiao, Wen-Jing. Recommanded Product: Trimethylsulfoxonium iodide The article mentions the following:

An unprecedented triple catalytic, general ring-opening cyanation reaction of cyclopropyl ketones I (R = Ph, 3,4-dichlorophenyl, prop-1-en-1-yl, etc.; R1 = H, CO2C(CH3)3; R2 = Ph, 4-fluorophenyl, 2-naphthyl, etc.) for the construction of γ-cyanoketones R2C(O)CH2CH(R1)CH(R)CN is described. The key is to merge photoredox catalysis with Lewis acid catalysis and copper catalysis to enable the selective cleavage of the carbon-carbon bonds and the selective coupling of the generated radical and cyanide anion. In the experimental materials used by the author, we found Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: Trimethylsulfoxonium iodide)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Recommanded Product: Trimethylsulfoxonium iodide

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