Author: Jessica.F

《Syntheses of N-Alkyl 2-Arylindoles from Saturated Ketones and 2-Arylethynylanilines via Cu-Catalyzed Sequential Dehydrogenation/aza-Michael Addition/Annulation Cascade》 was published in Journal of Organic Chemistry in 2020. These research results belong to Ling, Fei; Song, Dingguo; Chen, Linlin; Liu, Tao; Yu, Mengyao; Ma, Yan; Xiao, Lian; Xu, Min; Zhong, Weihui. SDS of cas: 63069-48-7 The article mentions the following:

A Cu-catalyzed and 4-OH-TEMPO-mediated sequential dehydrogenation/aza-Michael addition/annulation cascade reaction for the construction of N-alkyl 2-arylindoles I (R = H, 2-F, 3-OMe, 4-Cl, etc.; R1 = H, F, Cl, OMe, C(O)OCH3; R2 = H; R3 = H, Cl; R2R3 = -CH=CHCH=CH-; R4 = Ph, Me, pyridin-3-yl, thiophen-2-yl, etc.) and from facilely available saturated ketones R4C(O)CH2CH3 and 2-arylethynylanilines 2-RC6H4CC-4-R1-5-R2-6-R3C6HNH2 was described. This reaction shows high regioselectivity and tolerates a variety of functional groups. Moreover, 3-alkyl-substituted indoles II (R5 = Bu, tert-Bu, pentyl, propyl) can also be obtained when using 2-alkylethynylanilines 2-R5CCC6H4NH2 as starting materials. In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.SDS of cas: 63069-48-7

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

《Synthesis of C6-Substituted Isoquinolino[1,2-b]quinazolines via Rh(III)-Catalyzed C-H Annulation with Sulfoxonium Ylides》 was published in Journal of Organic Chemistry in 2020. These research results belong to Zhang, Jin; Wang, Xiaogang; Chen, Di; Kang, Yifan; Ma, Yangmin; Szostak, Michal. Electric Literature of C3H9IOS The article mentions the following:

We report the synthesis of C6-substituted isoquinolino[1,2-b]quinazolinones via rhodium(III)-catalyzed C-H annulation with sulfoxonium ylides and evaluation of the cytotoxic activity of the scaffold. This C-H activation approach enables the most straightforward and convergent synthesis of C6-substituted isoquinolino[1,2-b]quinazolines reported to date. This operationally simple method is compatible with a wide variety of the sulfoxonium ylide and arene C-H activation coupling partners, permitting access to diverse isoquinolino[1,2-b]quinazolines. This method shows a high atom economy, generating H2O and DMSO (DMSO) as byproducts. This method is scalable and operates with exquisite N-lactam cyclization selectivity, thus enabling expedient access to new heterocyclic analogs featuring promising cytotoxic properties.Trimethylsulfoxonium iodide(cas: 1774-47-6Electric Literature of C3H9IOS) was used in this study.

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.Electric Literature of C3H9IOS

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

《Pd-catalyst Anchored on Schiff Base-modified Chitosan-CNT Nanohybrid for the Suzuki-Miyaura Coupling Reaction》 was written by Joo, Seong-Ryu; Kim, Seung-Hoi; Shin, Ueon Sang; Kim, Han-Sem. Reference of 3-Iodophenol And the article was included in Current Organic Chemistry in 2020. The article conveys some information:

A novel Pd-nanoparticle-catalyst supported on chitosan-pyridine-modified carbon nanotube (CNT) was prepared The obtained Pd-catalytic platform (Pd@CS-Py@CNT) was fully characterized and employed to the Suzuki-Miyaura coupling reaction as a heterogeneous catalyst, showing an excellent catalytic activity in aqueous media in the absence of phase transfer agents. Moreover, the easy recoverability and reusability of the catalytic system after a simple manipulation is a great benefit. The results came from multiple reactions, including the reaction of 3-Iodophenol(cas: 626-02-8Reference of 3-Iodophenol)

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. Reference of 3-Iodophenol Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.

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

《Palladium-catalyzed carbonylative cyclization of 2-alkynylanilines and aryl iodides to access N-acyl indoles》 was written by Yao, Lingyun; Shang, Yan; Wang, Jian-Shu; Pan, Ailin; Ying, Jun; Wu, Xiao-Feng. Electric Literature of C6H4ClI And the article was included in Organic Chemistry Frontiers in 2021. The article conveys some information:

A palladium-catalyzed carbonylative synthesis of N-acyl indoles I (R = Ph, 2-methylphenyl, 4-chloropenyl, 3,4-dimethylphenyl, etc.; R1 = Ph, 3-methylphenyl, 4-methylphenyl, 4-methoxyphenyl, 4-fluorophenyl; R2 = H, F) from 2-alkynylanilines 2-NH25-R2C6H3CCR1 and aryl iodides RI has been developed. Using benzene-1,3,5-triyl triformate (TFBen) as the CO source, the reaction produced a variety of N-acyl indoles I in a facile manner with high yields. After reading the article, we found that the author used 1-Chloro-3-iodobenzene(cas: 625-99-0Electric Literature of C6H4ClI)

1-Chloro-3-iodobenzene(cas: 625-99-0) belongs to organic iodides.Electric Literature of C6H4ClI 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.

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

Sacchelli, Bruce A. L.; Rocha, Bianca C.; Andrade, Leandro H. published their research in Organic Letters in 2021. The article was titled 《Cascade Reactions Assisted by Microwave Irradiation: Ultrafast Construction of 2-Quinolinone-Fused γ-Lactones from N-(o-Ethynylaryl)acrylamides and Formamide》.COA of Formula: C6H5ClIN The article contains the following contents:

An ultrafast (10 s) methodol. to construct novel highly functionalized 2-quinolinones from N-(o-ethynylaryl)acrylamides (1,7-enynes) were described for the first time. Microwave irradiation enabled the ultrafast synthesis of 2-quinolinone-fused γ-lactones from Fenton’s reagents in formamide. After six key consecutive reactions, including a diastereoselective step, 2-quinolinone-fused γ-lactones were obtained in good overall yield (up to 46%; 10 s). In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7COA of Formula: C6H5ClIN) was used in this study.

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).COA of Formula: C6H5ClIN

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

Wang, Man; Liang, Gan; Wang, Yunhao; Fan, Tao; Yuan, Baoling; Liu, Mingxian; Yin, Ying; Li, Liangchun published an article in 2021. The article was titled 《Merging N-Hydroxyphthalimide into Metal-Organic Frameworks for Highly Efficient and Environmentally Benign Aerobic Oxidation》, and you may find the article in Chemistry – A European Journal.Computed Properties of C7H5IO2 The information in the text is summarized as follows:

Two highly efficient metal-organic framework catalysts TJU-68-NHPI and TJU-68-NDHPI have been successfully synthesized through solvothermal reactions of which the frameworks are merged with N-hydroxyphthalimide (NHPI) units, resulting in the decoration of pore surfaces with highly active nitroxyl catalytic sites. When t-Bu nitrite (TBN) is used as co-catalyst, the as-synthesized MOFs are demonstrated to be highly efficient and recyclable catalysts for a novel three-phase heterogeneous oxidation of activated C-H bond of primary and secondary alcs., and benzyl compounds under mild conditions. Based on the high efficiency and selectivity, an environmentally benign system with good sustainability, mild conditions, simple work-up procedure has been established for practical oxidation of a wide range of substrates. In the part of experimental materials, we found many familiar compounds, such as 4-Iodobenzoic acid(cas: 619-58-9Computed Properties of C7H5IO2)

4-Iodobenzoic acid(cas: 619-58-9) belongs to 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.Computed Properties of C7H5IO2

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

Zhang, Min; Fu, Zhangyi; Luo, Anping; Pu, Xingwen; Wang, Menglei; Huang, Ying; Yang, Yudong; You, Jingsong published an article in 2021. The article was titled 《Palladium-catalyzed C8-H arylation and annulation of 1-naphthalene carboxylic acid derivatives with aryl iodides》, and you may find the article in Organic Chemistry Frontiers.Recommanded Product: 15164-44-0 The information in the text is summarized as follows:

Palladium-catalyzed C8-H arylation of 1-naphthoic acids with aryl iodides in a low reactant molar ratio via an electrophilic aromatic substitution (SEAr) process. In addition, a C8-H annulation protocol was developed to rapidly assembled to benzanthrones by simply switching the solvent to 1,1,1,3,3,3-hexafluoropropan-2-ol. In the experiment, the researchers used 4-Iodobenzaldehyde(cas: 15164-44-0Recommanded Product: 15164-44-0)

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.Recommanded Product: 15164-44-0

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

Tripathy, Alisha Rani; Kumar, Amit; Rahmathulla A, Rizwana; Jha, Avishek Kumar; Yatham, Veera Reddy published an article in 2022. The article was titled 《Visible-Light-Driven α-Aminoalkyl Radical-Mediated C(sp3)-C(sp) Cross-Coupling of Iodoalkanes and Alkynyl Bromides》, and you may find the article in Organic Letters.Name: tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

Authors herein report a simple protocol for metal-free cross-coupling between unactivated alkyl iodides and terminal alkynyl bromides promoted by visible light. The salient features of this transformation are the utilization of an organic photocatalyst and com. available tri-n-butylamine as a reductant. This protocol couples a variety of unactivated iodoalkanes containing different functional groups and with a variety of terminal alkynyl bromides under mild reaction conditions to afford the substituted alkynes in good yields. The results came from multiple reactions, including the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Name: 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.Name: tert-Butyl 4-iodopiperidine-1-carboxylate

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

Braddock, D. Christopher; Davies, Joshua J.; Lickiss, Paul D. published an article in 2022. The article was titled 《Methyltrimethoxysilane (MTM) as a Reagent for Direct Amidation of Carboxylic Acids》, and you may find the article in Organic Letters.Category: iodides-buliding-blocks The information in the text is summarized as follows:

Methyltrimethoxysilane [MTM, CH3Si(OMe)3] was demonstrated an effective, inexpensive, and safe reagent for direct amidation of carboxylic acids with amines. Two simple workup procedures that provided the pure amide product R1C(O)N(R2)R3 [R1 = Ph, Bn, 4-IC6H4, etc.; R2 = Me, Et, Ph, etc.; R3 = H, Me, Et, MeO; R2R3 = (CH2)5, O(CH2)4]without the need for further purification was developed. First employed an aqueous base-mediated annihilation of MTM. Second involved simple product crystallization from the reaction mixture provides a low process mass intensity direct amidation protocol. The experimental part of the paper was very detailed, including the reaction process of 4-Iodobenzoic acid(cas: 619-58-9Category: iodides-buliding-blocks)

4-Iodobenzoic acid(cas: 619-58-9) belongs to 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.Category: iodides-buliding-blocks

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

In 2022,Xiao, Yan; Pu, Xiangling; Lu, Fuqing; Wang, Yanmin; Xu, Yongnan; Zhang, Hui; Liu, Yajun published an article in Arabian Journal of Chemistry. The title of the article was 《L-cysteine as sustainable and effective sulfur source in the synthesis of diaryl sulfides and heteroarenethiols》.Quality Control of 4-Iodopyridine The author mentioned the following in the article:

L-cysteine, a natural and essential amino acid, was employed as novel sulfur source in the synthesis of sym. diaryl sulfides from a variety of aryl iodides in moderate to excellent yields. A tandem three steps reactions including C(sp2)-S bond formation, C(sp3)-S bond cleavage and another C(sp2)-S bond formation were proposed to be involved in this conversion. This protocol was featured by broad substrate scope and good functional group tolerance. In addition, heteroarenes including benzothiazoles and benzoxazoles were successfully converted into the corresponding heteroarenethiols using L-cysteine as C-H mercaptalization reagent. After reading the article, we found that the author used 4-Iodopyridine(cas: 15854-87-2Quality Control of 4-Iodopyridine)

4-Iodopyridine(cas: 15854-87-2) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Quality Control of 4-Iodopyridine

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