Category: 63069-48-7

Wang, Dong-Chao; Cheng, Peng-Peng; Yang, Ting-Ting; Wu, Pan-Pan; Qu, Gui-Rong; Guo, Hai-Ming published an article in 2021. The article was titled 《Asymmetric Domino Heck/Dearomatization Reaction of β-Naphthols to Construct Indole-Terpenoid Frameworks》, and you may find the article in Organic Letters.Category: iodides-buliding-blocks The information in the text is summarized as follows:

A palladium-catalyzed enantioselective Heck cyclization/dearomatization cascade via capturing the cyclized Heck π-allylpalladium intermediate by β-naphthols is reported, which provides a new strategy for the construction of chiral indole-terpenoid frameworks. This method affords indole-functionalized β-naphthalenone compounds bearing an all-carbon-substituted quaternary chiral center in excellent yields (up to 92%) and enantioselectivities (up to 94% ee). In addition, the utility of this method is showcased by the gram-scale syntheses and diverse transformations of the dearomatized products. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7Category: iodides-buliding-blocks) 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.Category: iodides-buliding-blocks

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

In 2022,Zhao, Fen; Abdellaoui, Mehdi; Hagui, Wided; Ballarin-Marion, Maria; Berthet, Jerome; Corce, Vincent; Delbaere, Stephanie; Dossmann, Heloise; Espagne, Agathe; Forte, Jeremy; Jullien, Ludovic; Le Saux, Thomas; Mouries-Mansuy, Virginie; Ollivier, Cyril; Fensterbank, Louis published an article in Nature Communications. The title of the article was 《Reactant-induced photoactivation of in-situ generated organogold intermediates leading to alkynylated indoles via Csp2-Csp cross-coupling》.Formula: C6H5ClIN The author mentioned the following in the article:

In this context, an access to 2,3-disubstituted indoles from o-alkynyl aniline and iodoalkyne derivatives via a gold-catalyzed sequence under visible-light irradiation and in the absence of an exogenous photocatalyst was uncovered. A wide scope of the process was observed Of note, 2-iodo-ynamides was used as electrophiles in this cross-coupling reaction. The resulting N-alkynyl indoles lend themselves to post-functionalization affording valuable scaffolds, notably benzo[a]carbazoles. Mechanistic studies converge on the fact that a potassium sulfonyl amide generates emissive aggregates in the reaction medium. Static quenching of these aggregates by a vinylgold(I) intermediate yields to an excited state of the latter, which can react with an electrophile via oxidative addition and reductive elimination to forge the key C-C bond. This reactant-induced photoactivation of an organogold intermediate opens rich perspectives in the field of cross-coupling reactions.4-Chloro-2-iodoaniline(cas: 63069-48-7Formula: 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).Formula: C6H5ClIN

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

SDS of cas: 63069-48-7In 2021 ,《Palladium-catalyzed carbonylative synthesis of quinazolines: Silane act as better nucleophile than amidine》 appeared in Molecular Catalysis. The author of the article were Lu, Jia-Ming; Huo, Yong-Wang; Qi, Xinxin; Wu, Xiao-Feng. The article conveys some information:

A palladium-catalyzed reductive carbonylation reaction has been developed for the synthesis of quinazolines I (R = Ph, 3-fluorophenyl, 4-methylphenyl, naphthalen-2-yl, etc.; R1 = H, Me, F, Cl; R2 = H, Me, F). With N-(2-iodophenyl)benzimidamides 2-I-3-R14-R2-C6H2NHC(=NH)R as starting materials, a series of quinazolines I were obtained through the aromatic aldehyde intermediates in moderate to good yields with good functional group compatibilities. In this system, silane act as better nucleophile than amidine. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7)

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.SDS of cas: 63069-48-7

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

Zubar, Viktoriia; Brzozowska, Aleksandra; Sklyaruk, Jan; Rueping, Magnus published an article in 2022. The article was titled 《Dehydrogenative and Redox-Neutral N-Heterocyclization of Aminoalcohols Catalyzed by Manganese Pincer Complexes》, and you may find the article in Organometallics.Recommanded Product: 4-Chloro-2-iodoaniline The information in the text is summarized as follows:

A new Mn catalyzed heterocyclization of aminoalcs. was accomplished. A wide range of heterocycles were synthesized including, 1,2,3,4-tetrahydroquinolines, dihydroquinolinones and 2,3,4,5-tetrahydro-1H-benzo[b]azepines. The reaction was performed under mild reaction conditions using air and moisture stable Mn catalysts. The desired heterocycles were obtained in good to excellent yields.4-Chloro-2-iodoaniline(cas: 63069-48-7Recommanded Product: 4-Chloro-2-iodoaniline) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Recommanded Product: 4-Chloro-2-iodoaniline

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

《Nickel-Catalyzed trans-Carboamination across Internal Alkynes to Access Multifunctionalized Indoles》 was written by Tambe, Shrikant D.; Iqbal, Naeem; Cho, Eun Jin. Synthetic Route of C6H5ClIN And the article was included in Organic Letters in 2020. The article conveys some information:

A Ni-catalyzed reaction was developed for the synthesis of multifunctionalized indoles. The reaction proceeded through oxidative cyclization of the Ni(0)/bidentate P-N complex with an enyne system, 2-alkynyl anilinoacrylate, to provide a nickelacycle intermediate. The trans-carboamination around the internal alkyne was achieved by syn/anti-rotation of the Ni-carbenoid intermediate formed by C-N bond cleavage of the nickelacycle, and 3-alkenylated indoles were formed by C-N bond-forming reductive elimination. Notably, the synthesized indoles could be successfully transformed to functionalized carbazoles. The results came from multiple reactions, including 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. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Synthetic Route of C6H5ClIN

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

Points, Gary L. III; Beaudry, Christopher M. published their research in Organic Letters in 2021. The article was titled 《Regioselective Synthesis of Substituted Carbazoles, Bicarbazoles, and Clausine C》.Synthetic Route of C6H5ClIN The article contains the following contents:

Substituted carbazoles are efficiently constructed from 3-triflato-2-pyrones and alkynyl anilines. Multiple substituents are tolerated on the carbazole, and complete control of regiochem. is observed Complicated and sterically congested substitution patterns are produced. This strategy is also used to prepare substituted bicarbazoles and related biaryls. Finally, the method was showcased in a synthesis of the carbazole natural product clausine C. In the part of experimental materials, we found many familiar compounds, such as 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

In 2022,Rao, Qing; Xie, Kaiqiang; Varier, Krishnapriya M.; Huang, Lei; Song, Jingrui; Yang, Jue; Qiu, Jianfei; Huang, Yubing; Li, Yan; Gajendran, Babu; Li, Yanmei; Liu, Sheng published an article in Frontiers in Pharmacology. The title of the article was 《Design, synthesis, and antileukemic evaluation of a novel mikanolide derivative through the Ras/Raf/MEK/ERK pathway》.SDS of cas: 63069-48-7 The author mentioned the following in the article:

Chronic myeloid leukemia (CML) accounts for a major cause of death in adult leukemia patients due to mutations or other reasons for dysfunction in the ABL proto-oncogene. The ubiquitous BCR-ABL expression stimulates CML by activating CDK1 and cyclin B1, promoting pro-apoptotic, and inhibiting antiapoptotic marker expression along with regulations in RAS pathway activation. Thus, inhibitors of cyclins and the RAS pathway by ERK are of great interest in antileukemic treatments. Mikanolide is a sesquiterpene dilactone isolated from several Asteraceae family Mikania sp. plants. Sesquiterpene dilactone is a traditional medicine for treating ailments, such as flu, cardiovascular diseases, bacterial infections, and other blood disorders. It is used as a cytotoxic agent as well. The need of the hour is potent chemotherapeutic agents with cytotoxic effects inhibition of proliferation and activation of apoptotic machinery. Recently, ERK inhibitors are used in clinics as anticancer agents. Thus, in this study, authors synthesized 22-mikanolide derivatives that elucidated to be potent antileukemic agents in vitro. However, a bioactive mikanolide derivative, I, was found with potent antileukemic activity, through the Ras/Raf/MEK/ERK pathway. It can arrest the cell cycle by inhibiting phosphorylation of CDC25C, triggering apoptosis, and promoting DNA and mitochondrial damage, thus suggesting it as a potential chemotherapeutic agent for leukemia patients. 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. 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).SDS of cas: 63069-48-7

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

In 2022,Suri Babu, Undamatla; Singam, Maneesh Kumar Reddy; Kumar, Muniganti Naveen; Nanubolu, Jagadeesh Babu; Sridhar Reddy, Maddi published an article in Organic Letters. The title of the article was 《Palladium-Catalyzed Carbo-Aminative Cyclization of 1,6-Enynes: Access to Naphthyridinone Derivatives》.Safety of 4-Chloro-2-iodoaniline The author mentioned the following in the article:

A general approach to naphthyridinones I [R = H, 8-Me, 7-F, etc.; Ar = Ph, 4-MeC6H4, Bn, etc.; Ar1 = Ph, 4-MeC6H4, 2-thienyl, etc.] was described via Pd-catalyzed annulation of 1,6-enynes with 2-iodoanilines. This protocol represents a rare carbo-aminative annulative cyclization via 6-endo-trig mode, subduing the well documented exo-trig/dig cyclizations. Regioselective aryl palladation of alkyne followed by Heck type intramol. coupling before isomerization were key in realizing this cascade. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7Safety of 4-Chloro-2-iodoaniline) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Safety of 4-Chloro-2-iodoaniline

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

Zangade, Sainath; Patil, Pravinkumar published an article in 2021. The article was titled 《Regioselective iodination of activated arenes using KI-DMSO in aqueous hydrochloride》, and you may find the article in Results in Chemistry.Application In Synthesis of 4-Chloro-2-iodoaniline The information in the text is summarized as follows:

The KI-DMSO in aqueous hydrochloride has been utilized for selective iodination of activated arenes, e.g., phenol. The iodination of substrate such as hydroxyacetophenones, amines, phenols, anisole and toluene took place with high regioselectivity and mono-iodination was found to occur. The electron releasing substituents (-CH3, -OCH3, -OH, -NH2) exclusively form para substituted product while ortho-iodination occurred only when para-position was blocked by other substituents. The method is simple and noteworthy for reactive arenes and comprises some advantages such as easy reaction procedure, short reaction time (5-12 min.) and fair to good yield of aryl iodides, e.g., 4-iodophenol (65-90%). The structure of aryl iodide was established on the basis of spectral and elemental data. The experimental part of the paper was very detailed, including the reaction process of 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. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Application In Synthesis of 4-Chloro-2-iodoaniline

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

Zhou, Zebiao; Huang, Bin; Cai, Mingzhong published an article in 2021. The article was titled 《Recyclable palladium-catalyzed carbonylative annulation of 2-iodoanilines with acid anhydrides: A practical synthesis of 2-alkylbenzoxazinones》, and you may find the article in Synthetic Communications.Formula: C6H5ClIN The information in the text is summarized as follows:

A highly efficient heterogeneous palladium-catalyzed carbonylative annulation of 2-iodoanilines and acid anhydrides was developed. The reaction proceeded effectively in toluene using N,N-diisopropylethylamine (DIPEA) as the base at 100°C under 2 bar of CO and provided a novel, general and practical method for the assembly of a wide variety of benzoxazinones with high functional group tolerance and good to excellent yields. This supported palladium complex was readily separated from the product and recovered by a simple filtration of the reaction solution and reused up to seven times with almost consistent catalytic efficiency.4-Chloro-2-iodoaniline(cas: 63069-48-7Formula: C6H5ClIN) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Formula: C6H5ClIN

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