Month: October 2022

Rong, Nianxin; Yuan, Yongsheng; Chen, Huijie; Yao, Changguang; Li, Teng; Wang, Yantao; Yang, Weiran published an article in 2021. The article was titled 《A practical route to 2-iodoanilines via the transition-metal-free and base-free decarboxylative iodination of anthranilic acids under oxygen》, and you may find the article in Organic Chemistry Frontiers.SDS of cas: 63069-48-7 The information in the text is summarized as follows:

A simple and practical procedure for synthesizing 2-iodoanilines ArNH2 [Ar = 2-IC6H4, 2-I-4-BrC6H3, 2-I-4-MeOC6H3, etc.] had been developed. A series of highly regioselective 2-iodoanilines ArNH2 was obtained in satisfactory to good yields (of up to 90%) by carrying out the decarboxylative iodination of readily available anthranilic acids with inexpensive KI and I2 as halogen donors under transition-metal-free and base-free conditions. Oxygen was shown to be necessary for the transformation. This practical decarboxylative iodination route was operationally scalable and shown to exhibit high functional-group tolerance. Control experiments suggested that a radical pathway was involved in the transformation. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.SDS of cas: 63069-48-7

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

Liu, Yunting; Wang, Zihan; Guo, Na; Liu, Pengbo; Liu, Guanhua; Gao, Jing; Zhang, Lei; Jiang, Yanjun published an article in 2021. The article was titled 《Polydopamine-Encapsulated Dendritic Organosilica Nanoparticles as Amphiphilic Platforms for Highly Efficient Heterogeneous Catalysis in Water》, and you may find the article in Chinese Journal of Chemistry.Product Details of 15854-87-2 The information in the text is summarized as follows:

Herein, a type of amphiphilic core-shell catalysts with a hydrophilic polydopamine (PDA) shell and a hydrophobic dendritic organosilica nanoparticle (DON) core for heterogeneous catalysis in water was synthesized. The hydrophilic shell allowed the catalyst dispersing well in water, and the hydrophobic core facilitated the absorption of organic reactants. The hierarchical core-shell structure facilitated rational arrangement of the location of catalytic species to match the reaction sequence. The obtained metal, enzyme and metal-enzyme amphiphilic catalysts demonstrated improved stability, selectivity and activity in aqueous reactions, including Pd-catalyzed cross-couplings (Suzuki, Liebeskind-Srogl, Heck and Sonogashira), enzymic enantioselective reduction, chemoenzymic cascade synthesis of chiral compounds and chemoenzymic cascade degradation of organophosphates. The amphiphilic catalysts were easily recovered and their high catalytic performance was sustained for five cycles.4-Iodopyridine(cas: 15854-87-2Product Details of 15854-87-2) was used in this study.

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

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

In 2022,Sun, Bozheng; Oakley, Meagan S.; Yoshida, Kota; Yang, Yanwen; Tommasini, Matteo; Zanchi, Chiara; Lucotti, Andrea; Ferguson, Michael J.; Hampel, Frank; Klobukowski, Mariusz; Tykwinski, Rik R. published an article in Chemistry – A European Journal. The title of the article was 《The Effects of Ring Strain on Cyclic Tetraaryl[5]cumulenes》.Reference of 1-Bromo-3-iodobenzene The author mentioned the following in the article:

Cyclic tetraaryl[5]cumulenes I (n = 1, 2, 3, 4, 5, 6) have been synthesized and studied as a function of increasing ring strain. The magnitude of ring strain is approximated by the extent of bending of the cumulenic core as assessed by a combination of X-ray crystallog. anal. and DFT calculations In particular, the exptl. HOMO-LUMO gap is not appreciably affected by bending of the [5]cumulene framework from ca. 174°λmax = 504 nm in I (n = 1) to ca. 178° λmax = 494 nm in I (n = 6). 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 Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

In 2022,Koley, Suvajit; Cayton, Kaylee T.; Gonzalez-Montiel, Gisela A.; Yadav, M. Ramu; Orsi, Douglas L.; Intelli, Andrew J.; Cheong, Paul Ha-Yeon; Altman, Ryan A. published an article in Journal of Organic Chemistry. The title of the article was 《Cu(II)-Catalyzed Unsymmetrical Dioxidation of gem-Difluoroalkenes to Generate α,α-Difluorinated-α-phenoxyketones》.Safety of 3-Iodophenol The author mentioned the following in the article:

A Cu-based catalyst system convergently couples gem-difluoroalkenes with phenols under aerobic conditions to deliver α,α-difluorinated-α-phenoxyketones, an unstudied hybrid fluorinated functional group. Composed of α,α-difluorinated ketone and α,α-difluorinated ether moieties, these compounds have rarely been reported as a synthetic intermediate. Computational predictions and later exptl. corroboration suggest that the phenoxy-substituted fluorinated ketone’s sp3-hybridized hydrate form is energetically favored relative to the resp. nonether variant and that perturbation of the electronic character of the ketone can further encourage the formation of the hydrate. The more facile conversion between ketone and hydrate forms suggests that analogs should readily covalently inhibit proteases and other enzymes. Further functionalization of the ketone group enables access to other useful fluorinated functional groups.3-Iodophenol(cas: 626-02-8Safety of 3-Iodophenol) was used in this study.

3-Iodophenol(cas: 626-02-8) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Safety of 3-Iodophenol

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

In 2022,Zhang, Enshen; Chen, Chen; Wang, Xueling; Wang, Jian; Shang, Yongjia published an article in Organic Chemistry Frontiers. The title of the article was 《Palladium-catalyzed dearomative 1,4-arylmethylenation of naphthalenes》.Quality Control of 4-Chloro-2-iodoaniline The author mentioned the following in the article:

An efficient palladium-catalyzed construction of E-exocyclic-double-bond-containing spirooxindoles via 1,4-arylmethylenation of naphthalenes has been developed. Aryl aldehyde-derived N-tosylhydrazones were successfully applied as carbene precursors to capture the endocyclic π-allylpalladium intermediate, which was generated via an arylative Heck reaction of the naphthalene-masked conjugated diene, followed by a highly regioselective β-hydride elimination. This reaction features broad functional group tolerance and excellent chemo- and E/Z selectivities. The experimental process involved 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. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Quality Control of 4-Chloro-2-iodoaniline

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

In 2022,Xu, Xiaojia; Ji, Xiaoyu; Chen, Rui; Ye, Fangyuan; Liu, Shuaijun; Zhang, Shuo; Chen, Wei; Wu, Yongzhen; Zhu, Wei-Hong published an article in Advanced Functional Materials. The title of the article was 《Improving Contact and Passivation of Buried Interface for High-Efficiency and Large-Area Inverted Perovskite Solar Cells》.Recommanded Product: 4-Iodopyridine The author mentioned the following in the article:

Inverted-structured perovskite solar cells (PSCs) mostly employ poly-triarylamines (PTAAs) as hole-transporting materials (HTMs), which generally result in low-quality buried interface due to their hydrophobic nature, shallow HOMO levels, and absence of passivation groups. Herein, the authors molecularly engineer the structure of PTAA via removing alkyl groups and incorporating a multifunctional pyridine unit, which not only regulates energy levels and surface wettability, but also passivates interfacial trap-states, thus addressing above-mentioned issues simultaneously. By altering the linking-site on pyridine unit from ortho- (o-PY) to meta- (m-PY) and para-position (p-PY), they observed a gradually improved hydrophilicity and passivation efficacy, mainly owing to increased exposure of the pyridine-nitrogen as well as its lone electron pair, which enhances the contact and interactions with perovskite. The open-circuit voltage and power conversion efficiency (PCE) of inverted-structured PSCs based on these HTMs increased with the same trend. Consequently, the optimal p-PY as HTM enables facile deposition of uniform perovskite films without complicated interlayer optimizations, delivering a remarkably high PCE exceeding 22% (0.09 cm2). Moreover, when enlarging device area tenfold, a comparable PCE of over 20% (1 cm2) can be obtained. These results are among the highest efficiencies for inverted PSCs, demonstrating the high potential of p-PY for future applications. After reading the article, we found that the author used 4-Iodopyridine(cas: 15854-87-2Recommanded Product: 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.Recommanded Product: 4-Iodopyridine

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

In 2022,Mutra, Mohana Reddy; Wang, Jeh-Jeng published an article in Nature Communications. The title of the article was 《Photoinduced ynamide structural reshuffling and functionalization》.Application In Synthesis of 4-Chloro-2-iodoaniline The author mentioned the following in the article:

In this paper, photoinduced radical trigger regio- and chemoselective ynamide bond fission, structural reshuffling and functionalization of 2-alkynyl-ynamides 4-R-2-(CCR1)C6H3N(Ts)CCR2 (R = H, Me, Et, n-bu, Cl, Br; R1 = Ph, n-Bu, cyclopropyl, etc.; R2 = Ph, 2H-1,3-benzodioxol-5-yl, 2-phenylethyl, etc.) to prepare synthetically inaccessible/challenging chalcogen-substituted indole derivatives I [R3 = tosyl, ethanesulfonyl, cyclopropanesulfonyl, etc.; R4 = I, SeC6H5, Se(CH2)4CH3, etc] with excellent step/atom economy were observed The key breakthroughs of this work include, ynamide bond cleavage, divergent radical precursors, broad scope, easy to handle, larger-scale reactions, and generation of multiple bonds (N-C(sp2), C(sp2)-C(sp2), C(sp2)-SO2R/C-SR, and C-I/C-Se/C-H) in a few minutes without photocatalysts, metals, oxidants, additives. Control experiments and 13C-labeling experiments support the conclusion that sulfone radicals contribute to ynamide structural reshuffling processes via a radical pathway. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Application In Synthesis of 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Application In Synthesis of 4-Chloro-2-iodoaniline

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

Synthetic Route of C7H7IIn 2019 ,《Polystyrene-Supported Palladium (Pd@PS)-Catalyzed Carbonylative Annulation of Aryl Iodides Using Oxalic Acid as a Sustainable CO Source for the Synthesis of 2-Aryl Quinazolinones》 appeared in Chemistry – A European Journal. The author of the article were Ram, Shankar; Shaifali; Chauhan, Arvind Singh; Sheetal; Sharma, Ajay Kumar; Das, Pralay. The article conveys some information:

An efficient and convenient strategy for the synthesis of diversely substituted quinazolinones from o-carbamoyl/cyano aniline and aryl iodides using oxalic acid as a CO source under polystyrene supported palladium (Pd@PS) nanoparticles (NPs) catalyzed conditions was developed. The oxalic acid were employed as safe, economic, environmentally benign, sustainable and bench-stable, solid CO surrogate under Double-Layer-Vial (DLV) system for the synthesis of 2-aryl quinazolinones. This methodol. does not require any special high-pressure equipment like autoclaves, microwaves, etc. Moreover, a simple procedure for catalyst preparation, catalyst recyclability, easy handling of reaction, additive and base-free generation of CO, excellent to good yields and vast substrate scope were the addnl. features of developed protocol. The results came from multiple reactions, including the reaction of 1-Iodo-4-methylbenzene(cas: 624-31-7Synthetic Route of C7H7I)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Synthetic Route of C7H7I

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

Electric Literature of C7H5IOIn 2020 ,《Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides》 was published in Organic Chemistry Frontiers. The article was written by Song, Xuan-Di; Li, Xiang-Rui; Wang, Ya-Wen; Chu, Xue-Qiang; Rao, Weidong; Xu, Haiyan; Han, Guo-Zhi; Shen, Zhi-Liang. The article contains the following contents:

An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyclopentane, furan, pyrrolidine, octahydro-1H-indene, octahydro-benzofuran, hexahydro-4H-furo[2,3-b]pyran, and hexahydro-furo[2,3-b]furan, which are pivotal cores widely found in pharmaceutical and bioactive compounds4-Iodobenzaldehyde(cas: 15164-44-0Electric Literature of C7H5IO) was used in this study.

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.Electric Literature of C7H5IO

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

Application of 63069-48-7In 2021 ,《Photocatalytic three-component annulation enabling stereoselective generation of (Z)-thiochromene 1,1-dioxides》 was published in Organic Chemistry Frontiers. The article was written by Song, Ke-Xian; Qin, Xiao-Yan; Ma, Zi-Xuan; Geng, Fang-Zhou; Hao, Wen-Juan; Tu, Shu-Jiang; Jiang, Bo. The article contains the following contents:

A new photocatalytic three-component annulation of 2-alkynylaryldiazonium tetrafluoroborates with γ-hydroxyl terminal alkynes and sodium metabisulfite is reported using fac-Ir(ppy)3 as the photocatalyst for the first time and used to produce a series of (Z)-thiochromene 1,1-dioxides I (R1 = H, 6-Me, 6-Cl, etc.; R2 = C6H5, 4-MeC6H4, 4-ClC6H4, etc.; R3 = H, 4-Me; R4 = Et, n-Bu, C6H5, etc.) bearing an exocyclic double bond with moderate to good yields in a highly stereoselective manner. A wide variety of easily available substrates with substituent diversity could successfully participate in this photocatalysis with good functional group tolerance. The results came from multiple reactions, including the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7Application of 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Application of 63069-48-7

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