Category: iodides-buliding-blocks

The author of 《Graphene oxide supported Schiff-base/palladium complex: An efficient and recoverable catalyst for Suzuki-Miyaura coupling reaction》 were Zarnegaryan, Ali; Dehbanipour, Zahra; Elhamifar, Dawood. And the article was published in Polyhedron in 2019. Category: iodides-buliding-blocks The author mentioned the following in the article:

In the current research, preparation, characterization and catalytic application of a novel Schiff-base/Pd complex immobilized onto graphene oxide (GO-SB/Pd) are investigated. The GO-SB/Pd was characterized using Fourier transform IR spectroscopy, thermal gravimetric anal., diffuse reflectance UV-Vis, Raman spectroscopy, SEM (SEM), transmission electron microscopy (TEM) and energy-dispersive X-ray (EDX) anal. It was found that the GO-SB/Pd is an efficient catalyst in the Suzuki-Miyaura cross-coupling of phenylboronic acid with aryl halides. Moreover, the catalyst could be easily recycled and reused for several times without discernible loss in activity. In the experiment, the researchers used 1-Iodo-4-methylbenzene(cas: 624-31-7Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

In 2019,Organic Letters included an article by Lou, Jiang; Wang, Quannan; Zhou, Yong-Gui; Yu, Zhengkun. Category: iodides-buliding-blocks. The article was titled 《Rhodium(III)-Catalyzed Annulative Coupling of Sulfoxonium Ylides and Allenoates: An Arene C-H Activation/Cyclopropanation Cascade》. The information in the text is summarized as follows:

Rhodium(III)-catalyzed annulative coupling of sulfoxonium ylides with allenoates was achieved, forming highly functionalized cyclopropanes I (R1 = H, 3-F, 5-Me, etc.; R2 = Me, nBu, Bn, etc.; R3 = Et, iPr, Ph, etc.) with a quaternary carbon center by means of the sulfoxonium ylide functionality as a traceless bifunctional directing group and C4 synthon via an arene C-H activation and cyclopropanation cascade. The protocol features simultaneous formation of three new C-C bonds in one pot with excellent diastereoselectivity. The resultant cyclopropanation products could be further transformed to diverse synthetically useful compounds In addition to this study using Trimethylsulfoxonium iodide, there are many other studies that have used Trimethylsulfoxonium iodide(cas: 1774-47-6Category: iodides-buliding-blocks) 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.Category: iodides-buliding-blocks

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

In 2019,ACS Catalysis included an article by Kim, Junghoon; Cho, Seung Hwan. Electric Literature of C7H7I. The article was titled 《Access to Enantioenriched Benzylic 1,1-Silylboronate Esters by Palladium-Catalyzed Enantiotopic-Group Selective Suzuki-Miyaura Coupling of (Diborylmethyl)silanes with Aryl Iodides》. The information in the text is summarized as follows:

This work describes the palladium-catalyzed enantiotopic-group selective Suzuki-Miyaura cross-coupling of (diborylmethyl)silanes with aryl iodides. The combination of a Pd(TFA)2 and rev-Josiphos-type ligand bearing a 3,5-bis(trifluoromethyl)phenyl as benzylic phosphine substituent in the presence of NaI as an additive and NaOMe as a base promotes the reaction to high efficiency and enantioselectivity. This method provides a convenient approach for synthesizing chiral benzylic 1,1-silylboronate esters from readily accessible reagents. Synthetic applications including stereospecific C-O, C-N, and C-C bond-forming reactions of boron group are also demonstrated. In the experimental materials used by the author, we found 1-Iodo-4-methylbenzene(cas: 624-31-7Electric Literature of C7H7I)

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.Electric Literature of C7H7I

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

In 2019,Organic Letters included an article by Wu, Chenggui; Yang, Xinjun; Shang, Yong; Cheng, Hong-Gang; Yan, Wei; Zhou, Qianghui. SDS of cas: 90-14-2. The article was titled 《Synthesis of Benzofused Dioxabicycle Scaffolds via a Catellani Strategy》. The information in the text is summarized as follows:

Reported is a modular strategy for the preparation of the unique benzofused dioxabicycle scaffolds involving a Catellani reaction of aryl iodides, epoxides, and terminal alkynes and an oxa-cyclization. This is a mild, scalable, chemoselective, and atom-economical protocol, compatible with various functionalized aryl iodides, epoxides, and terminal alkynes. With the ability to build up the mol. complexity rapidly and efficiently from feedstock chems., this method will have wide applications in organic synthesis. In the experiment, the researchers used many compounds, for example, 1-Iodonaphthalene(cas: 90-14-2SDS of cas: 90-14-2)

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.SDS of cas: 90-14-2

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

In 2017,Zhang, Shuo; Niu, You-Hong; Ye, Xin-Shan published 《General Approach to Five-Membered Nitrogen Heteroaryl C-Glycosides Using a Palladium/Copper Co-Catalyzed C-H Functionalization Strategy》.Organic Letters published the findings.Synthetic Route of C2H4I2 The information in the text is summarized as follows:

A general approach to the synthesis of diverse heteroaryl-C-Δ1,2-glycosides has been developed by employing the Pd(OAc)2/CuI co-catalyzed direct cross-coupling of five-membered nitrogen heterocycles with 1-iodoglycals in a C-H activation manner. Using this method, 27 examples of heteroaryl-C-Δ1,2-glycosides, containing indoles, thiazoles, benzothiazoles, imidazoles, benzimidazoles, and benzoxazoles as aglycons were obtained in 43-99% yield. The results came from multiple reactions, including the reaction of 1,2-Diiodoethane(cas: 624-73-7Synthetic Route of C2H4I2)

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.Synthetic Route of C2H4I2

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

Category: iodides-buliding-blocksOn October 1, 2009 ,《Synthesis of 6-substituted imidazo[2,1-b][1,3]thiazoles and 2-substituted imidazo[2,1-b][1,3]benzothiazoles via Pd/Cu-mediated Sonogashira coupling》 was published in Synlett. The article was written by Kamali, Taghi A.; Habibi, Davood; Nasrollahzadeh, Mahmoud. The article contains the following contents:

The reaction of iodobenzenes with 2-amino-3-prop-2-ynyl-1,3-thiazolium bromide and 2-imino-3-prop-2-ynyl-1,3-benzothiazole, catalyzed by Pd/Cu in aqueous solution, leads to the formation of 6-substituted imidazo[2,1-b][1,3]thiazoles and 2-substituted imidazo[2,1-b][1,3]benzothiazoles, resp. The experimental part of the paper was very detailed, including the reaction process of 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Category: iodides-buliding-blocks)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) 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. Category: iodides-buliding-blocks 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

Luo, Xin-Long; Ge, Danhua; Yu, Zi-Lun; Chu, Xue-Qiang; Xu, Pei published an article in 2021. The article was titled 《Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols》, and you may find the article in RSC Advances.Category: iodides-buliding-blocks The information in the text is summarized as follows:

A straightforward aerobic oxidative esterification of aryl aldehydes RCHO (R = 3-nitrophenyl, 3-fluoro-4-nitrophenyl, 4-iodophenyl, etc.) with alcs. R1OH (R1 = Me, benzyl, pyridin-2-ylmethyl, etc.) has been developed for the synthesis of substituted esters RC(O)OR1 by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification. After reading the article, we found that the author used 4-Iodobenzaldehyde(cas: 15164-44-0Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

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

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