Month: October 2022

The author of 《Palladium-Catalyzed Regio- and Stereoselective Synthesis of (E)-1,3-Bissilyl-6-arylfulvenes from Aryl Iodides and Silylacetylenes》 were Suzuki, Souta; Kinoshita, Hidenori; Miura, Katsukiyo. And the article was published in Organic Letters in 2019. Safety of 1-Iodonaphthalene The author mentioned the following in the article:

An efficient synthetic route to (E)-1,3-bissilyl-6-arylfulvenes has been developed. The reaction of aryl iodides with trimethylsilylacetylene in the presence of a catalytic amount of PdBr2 gives 6-aryl-1,3-bis(trimethylsilyl)fulvenes in good to excellent yields with complete regio- and stereoselectivity. The reaction involves trimerization of trimethylsilylacetylene and cleavage of one silyl group. The silylated fulvenes obtained could be converted into halogenated fulvenes by site-selective halodesilylation. The halogenated fulvenes underwent the Stille coupling leading to the corresponding arylated fulvenes. After reading the article, we found that the author used 1-Iodonaphthalene(cas: 90-14-2Safety of 1-Iodonaphthalene)

1-Iodonaphthalene(cas: 90-14-2) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Safety of 1-Iodonaphthalene

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

The author of 《Selective Ortho Thiolation Enabled by Tuning the Ancillary Ligand in Palladium/Norbornene Catalysis》 were Cai, Wenqiang; Gu, Zhenhua. And the article was published in Organic Letters in 2019. Electric Literature of C10H7I The author mentioned the following in the article:

Site-selective introduction of a sulfur group into aromatic compounds is essential and useful in organic, material, and pharmaceutical chem. A palladium/norbornene-catalyzed chemoselective ortho thiolation of aryl halides was reported. The selectivity of reductive elimination for C(Ar)-SR bond formation was well controlled by tuning the ancillary ligand in the aryl-NBE palladacycle Pd(IV) intermediate. The reaction showcased good substrate scope: both S-alkyl and S-aryl thiosulfonates were compatible. In the part of experimental materials, we found many familiar compounds, such as 1-Iodonaphthalene(cas: 90-14-2Electric Literature of C10H7I)

1-Iodonaphthalene(cas: 90-14-2) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Electric Literature of C10H7I

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

《Copper-Catalyzed Photoinduced Enantioselective Dual Carbofunctionalization of Alkenes》 was published in Organic Letters in 2020. These research results belong to Zhang, Yajing; Sun, Youwen; Chen, Bin; Xu, Meichen; Li, Chen; Zhang, Dayong; Zhang, Guozhu. Application In Synthesis of 1-Iodonaphthalene The article mentions the following:

A photoinduced, copper-catalyzed, highly enantioselective dual alkylation/arylation and alkynylation of alkene is reported. A single chiral copper(I) complex serves to enable photoredox catalysis and induce enantioselectivity during the reaction. This reaction couples three different components under mild reaction conditions, exhibits a broad substrate scope, and provides facile access to chiral propargylic systems, including those featuring valuable fluorinated substituents. In the part of experimental materials, we found many familiar compounds, such as 1-Iodonaphthalene(cas: 90-14-2Application In Synthesis of 1-Iodonaphthalene)

1-Iodonaphthalene(cas: 90-14-2) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source 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. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Application In Synthesis of 1-Iodonaphthalene

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

《Palladium-Catalyzed Ligand-Free Double Cyclization Reactions for the Synthesis of 3-(1′-Indolyl)-phthalides》 was written by Yuan, Shuo; Zhang, Dan-Qing; Zhang, Jing-Ya; Yu, Bin; Liu, Hong-Min. Category: iodides-buliding-blocks And the article was included in Organic Letters in 2020. The article conveys some information:

Indole and phthalide are privileged heterocyclic scaffolds in numerous natural products and bioactive mols. The synthesis and biol. evaluation of the compounds combining these two scaffolds have rarely been reported. The first palladium-catalyzed ligand-free double cyclization reactions that enable efficient synthesis of 3-(1′-indolyl)-phthalides, e.g., I, under mild conditions is reported. Notably, only 1.0 mol % of catalyst loading is used, suggesting high efficiency. Late-stage elaborations give highly functionalized analogs. In the experimental materials used by the author, we found 4-Chloro-2-iodoaniline(cas: 63069-48-7Category: iodides-buliding-blocks)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Category: iodides-buliding-blocks

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

《Halide-Accelerated Acyl Fluoride Formation Using Sulfuryl Fluoride》 was written by Foth, Paul J.; Malig, Thomas C.; Yu, Hao; Bolduc, Trevor G.; Hein, Jason E.; Sammis, Glenn M.. Safety of 2-Iodobenzoic acid And the article was included in Organic Letters in 2020. The article conveys some information:

Herein, we report a new one-pot sequential method for SO2F2-mediated nucleophilic acyl substitution reactions starting from carboxylic acids. A mechanistic study revealed that SO2F2-mediated acid activation proceeds via the anhydride, which is then converted to the corresponding acyl fluoride. Tetrabutylammonium chloride or bromide accelerate the formation of acyl fluoride. Optimized halide-accelerated conditions were used to synthesize acyl fluorides in 30-80% yields, and esters, amides, and thioesters in 72-96% yields without reoptimization for each nucleophile. Safety: toxic SO2F2. The experimental process involved the reaction of 2-Iodobenzoic acid(cas: 88-67-5Safety of 2-Iodobenzoic acid)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. 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.Safety of 2-Iodobenzoic acid

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

《Supramolecular synthesis with N-hetero-tolanes: liquid crystals and hydrogen-bonded and halogen-bonded co-crystals》 was written by Flores, Linda; Lopez Duarte, Ismael; Gomez-Lor, Berta; Gutierrez-Puebla, Enrique; Hennrich, Gunther. Safety of 4-Iodopyridine And the article was included in CrystEngComm in 2020. The article conveys some information:

Different co-crystals from N-hetero-tolane derivatives are prepared by hydrogen- or halogen-bonding. Their crystal structures have been determined by single crystal X-ray diffraction (SCXRD). Highly ordered smectic liquid crystals are obtained upon protonation of compound 1 and show a remarkable thermal stability. All supramol. aggregates, crystalline or liquid crystalline, are characterized accordingly by X-ray diffraction (XRD), polarized optical microscopy (POM), and thermal anal. (DSC). The experimental part of the paper was very detailed, including the reaction process of 4-Iodopyridine(cas: 15854-87-2Safety of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists. 4-Iodopyridine is a halogenated heterocycle that is a building block for proteomics research.Safety of 4-Iodopyridine

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

《Hydrogen Evolution and Wastewater Treatment of Hydrangeal-like Catalyst Decorated by the NiS Nanosheet and Pd Nanoparticle》 was written by Shi, Qingdan; Zhou, Yan; Sun, Wen; Wang, Han; Li, Shenghong; Zhang, Xinyu; Wan, Junmin. COA of Formula: C4H4INO2 And the article was included in ChemistrySelect in 2020. The article conveys some information:

Multifunctional catalysts with photodegradation of organic contaminants and electrocatalytic hydrogen evolution are extremely urgent. In this work, a unique MoS2 hollow microsphere with a diameter of 1.5μm was fabricated without adding any spherical template by an improved hydrothermal process. Interestingly, the MoS2 hollow microspheres with introduction of the NiS and Pd nanoparticles greatly restrain recombination rates of electron-hole pairs, resulting in the outstanding photocatalytic activity. The RhB removal rates of the MoS2 hollow microsphere and the NPMS composites were 7 and 10 times higher than that of pure MoS2, resp., for the high concentration of macrocyclic contaminants under visible-light illumination. Furthermore, the optimal robust NPMS hybrids exhibite a lower overpotential of 100 mV (at 10 mV cm-2) and a smaller Tafel slope of 50 mV dec-1. The unique structure composite catalysts possess more exposed active sites and defects to enhance the catalytic activity for HER and removal of organic pollution. After reading the article, we found that the author used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1COA of Formula: C4H4INO2)

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. COA of Formula: C4H4INO2

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

An, Guoqiang; Wang, Limin; Han, Jianwei published their research in Organic Letters in 2021. The article was titled 《Palladium Catalyzed Regioselective Cyclization of Arylcarboxylic Acids via Radical Intermediates with Diaryliodonium Salts》.HPLC of Formula: 589-87-7 The article contains the following contents:

Palladium-catalyzed C2-arylation/intramol. acylation with arylcarboxylic acids was developed by using diaryliodonium salts. The protocol has the advantage of good step-economy by two chem. bonds formation in one pot. The experimental process involved the reaction of 1-Bromo-4-iodobenzene(cas: 589-87-7HPLC of Formula: 589-87-7)

1-Bromo-4-iodobenzene(cas: 589-87-7) has been employed as reagent for in situ desilylation and coupling of silylated alkynes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids), as substrate in copper-free Sonogashira coupling in aqueous acetone in synthesis of β,β,dibromostyrenesHPLC of Formula: 589-87-7

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

Liang, Hao; Zhu, Guoxun; Pu, Xiaoyun; Qiu, Liqin published their research in Organic Letters in 2021. The article was titled 《Copper-Catalyzed Enantioselective C-H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents》.Application In Synthesis of 4-Chloro-2-iodoaniline The article contains the following contents:

The copper-catalyzed enantioselective C-H arylation between 2-arylindoles I [R1 = naphthalen-1-yl, thiophen-2-yl, 4-chlorophenyl, etc.; R2 = H, 5-Cl, 6-Br, 5-(4-(trifluoromethoxy)phenyl)] and hypervalent iodine reagents II (R3 = 5-Me, 5-Cl, 3-Cl-5-Me, 5-OMe) has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole derivatives with a 2-aryl structures III (up to 99% ee). D. functional theory calculations and wave function anal. show that the key “”sandwich”” intermediate leads to high enantioselectivity of the reaction.4-Chloro-2-iodoaniline(cas: 63069-48-7Application In Synthesis of 4-Chloro-2-iodoaniline) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Application In Synthesis of 4-Chloro-2-iodoaniline

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

Xiao, Qian; Lu, Maojian; Deng, Yinglan; Jian, Jing-Xin; Tong, Qing-Xiao; Zhong, Jian-Ji published their research in Organic Letters in 2021. The article was titled 《Photoinduced Radical Cascade Cyclization: A Metal-Free Approach to Access Difluoroalkylated Dioxodibenzothiazepines》.Reference of 4-Chloro-2-iodoaniline The article contains the following contents:

A simple and mild photoredox catalytic approach to access difluoroalkylated dioxodibenzothiazepines I [R1 = Me, Bz, cyclohexyl, etc.; R2 = CO2Et, C(O)NEt2, P(O)(OEt)2, etc.; R3 = H, Me, Ph, etc.; R4 = H, F, Cl, Br; R5 = H, Me, F, Cl, Br; R6 = H, Me, Cl, etc.] in high regioselectivity via radical cascade cyclization was described. In contrast to previous methods, this strategy did not involved the use of transition-metal catalysts and avoided the potential disadvantages of inevitable toxicity and the tedious removal process of metal catalysts. The com. available and inexpensive CF2 precursors, wide substrate scope and mild reaction conditions demonstrated the practicability of this approach. In the experiment, the researchers used 4-Chloro-2-iodoaniline(cas: 63069-48-7Reference of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Reference of 4-Chloro-2-iodoaniline

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