Author: Jessica.F

Synthetic Route of C6H5ClINIn 2022 ,《Recyclable Palladium-Catalyzed Carbonylative Coupling of 2-Iodoanilines, Trimethyl Orthoformate, and Amines: A Practical Synthesis of Quinazolin-4(3H)-ones》 appeared in Synthesis. The author of the article were Li, Jianying; Zhou, Zebiao; Xie, Gang; Cai, Mingzhong. The article conveys some information:

An efficient heterogeneous palladium-catalyzed carbonylative annulation of 2-iodoanilines, tri-Me orthoformate, and amines has been developed. The reaction proceeds smoothly in toluene at 110°C using N,N-diisopropylethylamine (DiPEA) as base and 2 mol% of MCM-41-anchored bidentate phosphine palladium complex [MCM-41-2P-Pd(OAc)2] as catalyst under 10 bar of carbon monoxide and provides a general and practical method for the construction of a wide variety of quinazolin-4(3H)-ones in good to excellent yields from com. easily available starting materials. This heterogenized palladium catalyst can be easily recovered via a simple centrifugation process and reused more than nine times with almost consistent catalytic efficiency. The experimental process involved the reaction of 4-Chloro-2-iodoaniline(cas: 63069-48-7Synthetic Route of C6H5ClIN)

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.Synthetic Route of C6H5ClIN

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

《Design and synthesis of a chiral halogen-bond donor with a Sp3-hybridized carbon-iodine moiety in a chiral fluorobissulfonyl scaffold》 was written by Uno, Hiroto; Matsuzaki, Kohei; Shiro, Motoo; Shibata, Norio. SDS of cas: 189518-78-3 And the article was included in Molecules in 2020. The article conveys some information:

The first example of a chiral halogen-bond donor with a sp3-hybridized carbon-iodine moiety in a fluorobissulfonyl scaffold was described. The binaphthyl backbone was designed as a chiral source and the chiral halogen-bond donor I, was synthesized from (R)-1,1′-binaphthol in 11 steps. An NMR titration experiment demonstrated that I worked as a halogen-bond donor. The Mukaiyama aldol reaction and quinoline reduction were examined using I as a catalyst to evaluate the asym. induction. In the part of experimental materials, we found many familiar compounds, such as (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3SDS of cas: 189518-78-3)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. SDS of cas: 189518-78-3 Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.

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

《Trifluoromethylation of Benzoic Acids: An Access to Aryl Trifluoromethyl Ketones》 was written by Liu, Xue; Liu, Long; Huang, Tianzeng; Zhang, Jingjing; Tang, Zhi; Li, Chunya; Chen, Tieqiao. Electric Literature of C7H5IO2This research focused ontrifluoromethyl ketone preparation green chem; benzoic acid trifluoromethyltrimethylsilane trifluoromethylation nucleophilic substitution. The article conveys some information:

The trifluoromethylation of benzoic acids with TMSCF3 was achieved through nucleophilic substitution with the use of anhydrides as an in situ activating reagent. Under the reaction conditions, a wide range of carboxylic acids including the bioactive ones worked well, thus providing a facile and efficient method for preparing aryl trifluoromethyl ketones from the readily available starting materials. In the part of experimental materials, we found many familiar compounds, such as 4-Iodobenzoic acid(cas: 619-58-9Electric Literature 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.Electric Literature of C7H5IO2 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.

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

In 2018,Lan, Yun; Yang, Feiyan; Wang, Chuan published 《Synthesis of gem-Difluoroalkenes via Nickel-Catalyzed Allylic Defluorinative Reductive Cross-Coupling》.ACS Catalysis published the findings.Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

In this protocol, we report an allylic defluorinative reductive cross-coupling reaction for C-C bond formation. Under the Ni-catalysis the challenging C(sp3)-F bond cleavage of trifluoromethyl-substituted alkenes was achieved with easily accessible primary, secondary and tertiary alkyl halides as the coupling partners and Zn-powder as reducing agent. This process provides an efficient and convenient entry to gem-difluoroalkenes bearing various sensitive functional groups under mild reaction conditions. Moreover, this method proves to be suitable for late-stage functionalization of multifunctional complex mols. In the experiment, the researchers used 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. 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.Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate

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

In 2019,Organic Letters included an article by Chen, Pu; Nan, Jiang; Hu, Yan; Ma, Qiong; Ma, Yangmin. Category: iodides-buliding-blocks. The article was titled 《RuII-Catalyzed/NH2-Assisted Selective Alkenyl C-H [5 + 1] Annulation of Alkenylanilines with Sulfoxonium Ylides to Quinolines》. The information in the text is summarized as follows:

A novel ruthenium-catalyzed [5 + 1] annulation of 2-alkenylanilines with sulfoxonium ylides was developed for the rapid assembly of highly functionalized quinolines. This new catalytic process employs challenging but synthetically ideal free amino functionality to achieve alkenyl C-H activation with sulfoxonium ylides as one-carbon coupling partners. Various 2-acylquinolines could be obtained with good yields and excellent functional group tolerance. Moreover, the potential synthetic application of this methodol. was exemplified by several chem. transformations. After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Category: iodides-buliding-blocks)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Category: iodides-buliding-blocks

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

In 2019,ACS Catalysis included an article by Trillo, Paz; Adolfsson, Hans. Recommanded Product: 4-Iodobenzoic acid. The article was titled 《Direct Catalytic Reductive N-Alkylation of Amines with Carboxylic Acids: Chemoselective Enamine Formation and further Functionalizations》. The information in the text is summarized as follows:

Direct reductive N-alkylation of secondary amines with carboxylic acids using molybdenum hexacarbonyl (5 mol %) as catalyst and diethoxymethylsilane as reducing agent generate enamines in a straightforward fashion in high yields. The formed enamines are without the need for isolation or purification further reacted with trimethylsilyl cyanide in the same reaction flask to yield α-amino nitriles in good yields. In the optimized reaction conditions equimolar amounts of carboxylic acid and amine are reacted under neat conditions, and a catalytic amount of trifluoroethanol (0.1 mol %) is added along with TMSCN for the cyanation step. The reductive N-alkylation reaction is demonstrated to be highly chemoselective, tolerating a multitude of different functional groups present in the starting carboxylic acids and amines. The reaction is scalable and the generated α-amino nitriles are converted to other useful compounds, e.g., α-amino acids or amino-tetrazoles. In addition, the intermediate enamines are further transformed into triazolines, sulfonylformamidines, pyrimidinediones, and TMS-propargylamines, resp., in high yields under mild reaction conditions. Benzoic acids react with secondary amines under similar conditions to give tertiary amines in high yields, and using this methodol., the biol. active compound Piribedil was isolated in 80% yield in a direct one-pot reaction setup.4-Iodobenzoic acid(cas: 619-58-9Recommanded Product: 4-Iodobenzoic acid) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 4-Iodobenzoic acid

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

The author of 《Ruthenium(II)-catalyzed chemoselective deacylative annulation of 1,3-diones with sulfoxonium ylides via C-C bond activation》 were Wen, Si; Lv, Weiwei; Ba, Dan; Liu, Jing; Cheng, Guolin. And the article was published in Chemical Science in 2019. Related Products of 1774-47-6 The author mentioned the following in the article:

The first successful example of deacylative annulation of 1,3-diones RC(O)CH2C(O)R1 (R = Ph, 4-methoxyphenyl, furan-2-yl, etc.; R1 = Ph, thiophen-2-yl, furan-2-yl, etc.) with sulfoxonium ylides R2C(O)C(R3)=S(O)(CH3)2 (R2 = thiophen-2-yl, naphthalen-2-yl, 2-phenylethenyl, etc.; R3 = H, Ph) was achieved through Ru(II)-catalyzed C-C bond activation. The excellent chemoselectivity and broad substrate scope render this method a practical and versatile approach for the preparation of (hetero)aryl and alkenyl substituted furans I, which are valuable units in many biol. active compounds and functional materials. A preliminary mechanistic study reveals that this process involves a deacylative α-ruthenation to generate key alkyl Ru(II) intermediates with the release of a benzoic acid fragment. In the experiment, the researchers used many compounds, for example, Trimethylsulfoxonium iodide(cas: 1774-47-6Related Products of 1774-47-6)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Related Products of 1774-47-6

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

The author of 《A study of donor-acceptor interaction in halogen bonded complexes of N-iodosuccinimide by 14N NQR》 were Apih, T.; Gregorovic, A.; Zagar, V.; Seliger, J.. And the article was published in Chemical Physics in 2019. Application In Synthesis of 1-Iodopyrrolidine-2,5-dione The author mentioned the following in the article:

Some halogen bonded complexes of N-iodosuccinimide (NIS) with the nitrogen atoms at the donor and acceptor positions have been investigated by 14N NQR (NQR) spectroscopy. The data are analyzed in view of the change of the principal values of the quadrupole coupling tensor produced by halogen bonding. The results show that the deformation of the nitrogen electron orbitals is in the presently studied halogen bonded systems comparable to the one observed in strong hydrogen bonded systems. The order in which the strength of the halogen bond acceptor increases is determined A possible iodine displacement to a position, which is closer to the acceptor nitrogen atom than to the donor nitrogen atom may occur in the complex NIS-(3-picoline). In all studied complexes the deformation of the nitrogen electron orbitals caused by the halogen bond decreases with increasing temperature at both the donor and acceptor nitrogen positions. In the experiment, the researchers used 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Application In Synthesis 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. Application In Synthesis of 1-Iodopyrrolidine-2,5-dione

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

The author of 《Design and synthesis of a novel banana-shaped functional molecule via double cross-coupling》 were Yang, Bingchuan; Shen, Guodong; Huang, Xianqiang; Liu, Rutao. And the article was published in Molecules in 2019. Safety of 4-Iodobenzoic acid The author mentioned the following in the article:

A novel banana-shaped mol. using 2,8-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine (Troger’s base) as bent-core was synthesized via double carbon-carbon cross-coupling reaction. The double Sonogashira cross-coupling reaction was optimized by using Pd(PPh3)2Cl2 as catalyst, CuI as cocatalyst and diisopropylamine as base in place of triethylamine. The structure of this compound was confirmed by 1H-NMR, 13C-NMR, Fourier transform IR (FT-IR) spectroscopy and mass spectrometry. After reading the article, we found that the author used 4-Iodobenzoic acid(cas: 619-58-9Safety of 4-Iodobenzoic acid)

4-Iodobenzoic acid(cas: 619-58-9) 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 4-Iodobenzoic acidHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

《Benzene-1,3,5-triyl Triformate (TFBen)-Promoted Palladium-Catalyzed Carbonylative Synthesis of 2-Oxo-2,5-dihydropyrroles from Propargyl Amines》 was published in Organic Letters in 2020. These research results belong to Ying, Jun; Le, Zhengjie; Wu, Xiao-Feng. Formula: C7H7I The article mentions the following:

In this letter, we developed a palladium-catalyzed procedure for the cyclocarbonylation of propargyl amines. Benzene-1,3,5-triyl triformate (TFBen) has been explored as the CO source and also as the key promotor. Various substituted 2-oxo-dihydropyrroles were produced in a facile manner in good yields (up to 90%).1-Iodo-4-methylbenzene(cas: 624-31-7Formula: C7H7I) was used in this study.

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.Formula: C7H7I

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