Category: iodides-buliding-blocks

Yang, Zhen; Koenigs, Rene M. published their research in Chemistry – A European Journal in 2021. The article was titled 《Photoinduced Palladium-Catalyzed Dicarbofunctionalization of Terminal Alkynes》.Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate The article contains the following contents:

Herein, a conceptually distinct approach was developed that allowed for the dicarbofunctionalization of alkynes at room temperature using simple, bench-stable alkyl iodides and a second mol. of alkyne as coupling partner. Specifically, the photochem. activation of palladium complexes enabled this strategic dicarbofunctionalization via addition of alkyl radicals from secondary and tertiary alkyl iodides and formation of an intermediate palladium vinyl complex that could undergo subsequent Sonogashira reaction with a second alkyne mol. This alkylation-alkynylation sequence allowed the one-step synthesis of 1,3-enynes including heteroarenes and biol. active compounds with high efficiency without exogenous photosensitizers or oxidants and now opens up pathways towards cascade reactions via photochem. palladium catalysis. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) 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 tert-Butyl 4-iodopiperidine-1-carboxylate

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

Mishra, Ashish A.; Bhanage, Bhalchandra M. published their research in New Journal of Chemistry in 2021. The article was titled 《Ru-Tethered (R,R)-TsDPEN with DMAB as an efficient catalytic system for high enantioselective one-pot synthesis of chiral β-aminol via asymmetric transfer hydrogenation》.Electric Literature of C6H5ClIN The article contains the following contents:

This work reflected Ru-tethered-TsDPEN as an active chiral catalyst for one pot selective synthesis of optically active α-substituted alcs. ArCH(OH)CH2NHAr1 [Ar = Ph, 2-FC6H4, 2,3-(MeO)2C6H3, etc.; Ar1 = Ph, 4-MeC6H4, 4-ClC6H4, 4-Cl-2-I-C6H3, etc.; stereo = S] and its derivatives from α-bromo ketones ArCOCH2Br in presence of dimethylamine borane (DMAB) as hydrogen source. Various Ru-chiral catalysts were screened and methodol. proceeded via a (R,R) Ru-tethered TsDPEN catalyst through asym. transfer hydrogenation (ATH) of in-situ formed ketones to corresponding chiral β-aminol product. Thus, Ru-tethered TsDPEN-DMAB catalytic system works efficiently with higher yield and high enantiomeric excess over others for ATH process. Based on a study of ortho, meta and para substituted α-bromo acetophenone derivatives, effective enantioselectivity was observed for ortho substituted β-aminol. The mechanism was optimized depending on product anal. with help of its kinetic AT-IR study. This work also focused on synthesis of various β-amino alc. derivatives where effect of an EWG and EDG on enantio-selectivity was studied.4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Electric Literature of C6H5ClIN

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

《Palladium-catalyzed three-component carbonylative synthesis of 2-(trifluoromethyl)quinazolin-4(3H)-ones from trifluoroacetimidoyl chlorides and amines》 was published in Organic Chemistry Frontiers in 2020. These research results belong to Chen, Zhengkai; Wang, Le-Cheng; Zhang, Jiajun; Wu, Xiao-Feng. Quality Control of 4-Chloro-2-iodoaniline The article mentions the following:

A palladium-catalyzed three-component carbonylative reaction of trifluoroacetimidoyl chlorides and amines for the synthesis of valuable 2-(trifluoromethyl)quinazolin-4(3H)-ones was developed. Broad substrate scope (41 examples), high efficiency (up to 99% yield) and no manipulation of CO gas constituted the notable features of this reaction. The present strategy was applied to the late-stage modification of natural mols. and to the synthesis of the bioactive alkaloid mol. rutaecarpine. The results came from multiple reactions, including the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7Quality Control of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Quality Control of 4-Chloro-2-iodoaniline

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

The author of 《NIS-mediated oxidative arene C(sp2)-H amidation toward 3,4-dihydro-2(1H)-quinolinone, phenanthridone, and N-fused spirolactam derivatives》 were Wu, Lingang; Hao, Yanan; Liu, Yuxiu; Wang, Qingmin. And the article was published in Organic & Biomolecular Chemistry in 2019. Safety of 1-Iodopyrrolidine-2,5-dione The author mentioned the following in the article:

A new radical-mediated intramol. arene C(sp2)-H amidation of 3-phenylpropanamides or [1,1′-biphenyl]-2-carboxamides was developed to prepare a series of 3,4-dihydro-2(1H)-quinolinone and phenanthridone derivatives in moderate to excellent yields (33-94%). Spirolactams were also obtained using this protocol. The experimental process involved the reaction of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Safety of 1-Iodopyrrolidine-2,5-dione)

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. Safety of 1-Iodopyrrolidine-2,5-dione

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

The author of 《Efficient Deep-Blue Fluorescent OLEDs with a High Exciton Utilization Efficiency from a Fully Twisted Phenanthroimidazole-Anthracene Emitter》 were Xu, Yuwei; Liang, Xiaoming; Liang, Yiqian; Guo, Xiaomin; Hanif, Muddasir; Zhou, Jiadong; Zhou, Xuehong; Wang, Cong; Yao, Jingwen; Zhao, Ruiyang; Hu, Dehua; Qiao, Xianfeng; Ma, Dongge; Ma, Yuguang. And the article was published in ACS Applied Materials & Interfaces in 2019. Formula: C6H4BrI The author mentioned the following in the article:

A novel, efficient, deep-blue fluorescent emitter mPAC, with a meta-connected donor-acceptor structure containing phenanthroimidazole (PPI) as the donor and phenylcarbazole-substituted anthracene (An-CzP) as the acceptor, was designed and synthesized. The meta-linkage provided a highly twisted mol. conformation, which efficiently interrupts the intramol. π-conjugation, resulting in a deep-blue emission. The optimized nondoped device based on mPAC displayed a deep-blue emission with a narrow full width at half-maximum of 56 nm and Commission Internationale de L’Eclairage coordinates of (0.16, 0.09). The maximum external quantum efficiency (EQEmax) is 6.76%, corresponding to a high exciton utilization efficiency (EUE) of 59.3-88.9%. Exptl. results and theor. anal. indicated that the high EUE is mainly ascribed to the reverse intersystem crossing (RISC) from T2 to S1, a “”hot exciton”” path in which the large T2-T1 energy gap (1.45 eV) and small T2-S1 energy difference (0.18 eV, T2 > S1) hamper the internal crossing from T2 to T1 and facilitate the RISC process. For the hot exciton path, the T2 state can be feasibly arranged to a high energy level, forming a thermal equilibrium with S1, even slightly higher than the deep-blue S1 to realize an exergonic RISC process, which is usually difficult for the thermally activated delayed fluorescence emitters. After reading the article, we found that the author used 1-Bromo-3-iodobenzene(cas: 591-18-4Formula: C6H4BrI)

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.Formula: C6H4BrI

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

The author of 《Metallic salt-catalyzed direct indium insertion into alkyl iodides and their applications in cross-coupling reactions》 were Chen, Bing-Zhi; Wang, Chuang-Xin; Jing, Zhen-Hua; Chu, Xue-Qiang; Loh, Teck-Peng; Shen, Zhi-Liang. And the article was published in Organic Chemistry Frontiers in 2019. Name: 4-Iodobenzaldehyde The author mentioned the following in the article:

An efficient method for the synthesis of alkyl indium reagents by an indium(III) or lead(II) halide-catalyzed direct insertion of indium into alkyl iodides and their applications in palladium-catalyzed cross-coupling reactions with aryl halides is developed. NMR and ESI-MS analyses indicated that rather than the formation of the commonly recognized alkyl indium sesquihalide with the formulation of R3In2X3, the formed alkyl indium reagent in the present protocol should be a mixture of an alkyl indium dihalide (RInX2) and a dialkyl indium halide (R2InX) (both of them presumably exist as dimers). The results came from multiple reactions, including the reaction of 4-Iodobenzaldehyde(cas: 15164-44-0Name: 4-Iodobenzaldehyde)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Name: 4-Iodobenzaldehyde

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

In 2022,Ali, Basant A.; Ahmed, Nashaat; Allam, Nageh K. published an article in Materials Today Communications. The title of the article was 《Deciphering the hype effect of Ni-foam substrate in electrochemical supercapacitors: Is there a way out》.Computed Properties of C4H4INO2 The author mentioned the following in the article:

Despite the subtle effects of the current collector on the overall supercapacitor performance, the substrate parasitic reactions have rarely been reported. Specifically, for the widely used Ni foam (Ni-F) current collector, the redox reaction of the Ni-F oxide layer is usually being confused with the true electrochem. signature of the active electrode materials. Herein, we studied electrodeposited MnS, CoS, and NiS active materials on two different substrates (Ni-F and carbon cloth (CC)). The study revealed that the sulfides deposited on Ni-F showed overestimated higher capacitance values than those deposited on CC. However, the retention and the rate capability were higher for those films deposited on CC. Furthermore, Ni-F was found to interfere with the redox reactions of MnS and CoS but not NiS. Moreover, Ni-F altered the charge storage mechanism of the electrodes. The results confirmed the interference of Ni-F with the deposited materials giving misleading primary results. On contrary, CC is an alternative high performance, flexible, and stable substrate. After reading the article, we found that the author used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Computed Properties of 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. Computed Properties of C4H4INO2

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

In 2022,Musza, Katalin; Meszaros, Rebeka; Baan, Kornelia; Konya, Zoltan; Kukovecz, Akos; Palinko, Istvan; Sipos, Pal; Szabados, Marton published an article in Journal of Molecular Structure. The title of the article was 《Mechanochemical preparation of NiCuSn nanoparticles and composites in presence of cetyltrimethylammonium bromide (CTAB) and the catalytic application of the products in homocoupling and hydration of terminal alkynes》.Related Products of 516-12-1 The author mentioned the following in the article:

The synthesis of the NiCuSn nanoparticles and nanocomposites in mechanochem. route using CTAB as milling additive was reported. The study of grinding intensity (frequency) and time interval drew up the importance of the well-chosen operation parameters. The mild milling resulted in formation of NiSn intermetallics, while the intense ones aided the evolution of bronze and copper(I) oxide phases. The utilization of CTAB proved to be the key factor to prevent or slow down the process of mech. alloying and to fritter the metal grains into the nanodimensions. The dynamic light scattering data demonstrated pos. charged particles with average solvodynamic diameters of around 70 nm applying intense or long-term millings. Without CTAB or with relatively short or weak grindings, these values remained between 230 and 550 nm, as in the case of the surface areas getting around 20 m2/g with and 1 m2/g without CTAB. The catalytic transformation of p-methoxyphenylacetylene in DMSO showed that the copper, copper(I) oxide and bronze particles managed the reaction toward the evolution of 1,3-diyne in Glaser-Hay homocoupling without base addition, while the Sn and SnO2 phases assisted to the Markovnikov-type hydration of alkyne groups. The formation of α-diketone signed that the anti-Markovnikov route was also occurred. The use of CTAB was found to exert a profound effect on the quality of catalytic end-products through the controlled generation of bronze and tin oxide phases and the solid solution of nickel atoms. In the part of experimental materials, we found many familiar compounds, such as 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Related Products of 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. Related Products of 516-12-1

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

In 2022,Mahesh Kumar, Avula; Venkateshwarlu, Rapolu; Tadiparthi, Krishnaji; Rao, B. Venkateswara; Kota Balaji, Shiva Kumar; Raghunadh, Akula; Singh, Shambhu Nath published an article in Synthetic Communications. The title of the article was 《A new facile synthesis of (2S,5S)-5-hydroxypipecolic acid hydrochloride》.Product Details of 1774-47-6 The author mentioned the following in the article:

A simple and efficient synthesis of (2S,5S)-5-Hydroxypipecolic acid hydrochloride was reported. The key features of the synthesis involve the asym. reduction of ketone using (S)-CBS oxazaborolidine and the use of com. available Me pyroglutamate as a starting material. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Product Details of 1774-47-6)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Product Details of 1774-47-6

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

In 2022,Galea, Romeric; Blond, Gaelle published an article in Advanced Synthesis & Catalysis. The title of the article was 《Gold(I)-Catalyzed Domino Reaction: An Access to Furooxepines》.Computed Properties of C6H4BrI The author mentioned the following in the article:

The synthesis of [7,5]-fused bicyclic acetals, also named furooxepines I (Ar = 4-chloro-3-fluorophenyl, thiophen-2-yl, naphthalen-2-yl, etc.) through a gold(I)-catalyzed domino reaction was reported. During this transformation, two mols. of homopropargyl alc. ArCC(CH2)2OH react together, in a sequence including intramol. hydroalkoxylation, condensation, 1,6-enyne cycloisomerization, acetalization and isomerization. This gold(I)-catalyzed domino reaction allows the formation of three bonds, two heterocycles and tetrasubstituted carbon stereocenters in a one-step operation with 100% atom economy. Post-functionalizations allow the formation of tetrahydrofurans. In the experiment, the researchers used many compounds, for example, 1-Bromo-3-iodobenzene(cas: 591-18-4Computed Properties of C6H4BrI)

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.Computed Properties of C6H4BrI

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