Category: 63069-48-7

《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

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

Li, Xuemin; Zhang, Beibei; Zhang, Jingran; Wang, Xi; Zhang, Dongke; Du, Yunfei; Zhao, Kang published an article in 2021. The article was titled 《Synthesis of 3-Methylthioindoles via Intramolecular Cyclization of 2-Alkynylanilines Mediated by DMSO/DMSO-d6 and SOCl2》, and you may find the article in Chinese Journal of Chemistry.Reference of 4-Chloro-2-iodoaniline The information in the text is summarized as follows:

The intramol. cyclization of 2-alkynylanilines mediated by DMSO/SOCl2 was found to afford biol. interesting 3-methylthioindoles, which were rarely obtained by the exiting methods. DMSO could also be replaced with its deuterated counterpart, enabling the method applicable to the construction of indole skeleton bearing a SCD3 moiety at its 3-position. In the experiment, the researchers used many compounds, for example, 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

《Lewis Acid Catalyzed Atom-Economic Synthesis of C2-Substituted Indoles from o-Amido Alkynols》 was written by Garkhedkar, Amol Milind; Gore, Babasaheb Sopan; Hu, Wan-Ping; Wang, Jeh-Jeng. Recommanded Product: 4-Chloro-2-iodoaniline And the article was included in Organic Letters in 2020. The article conveys some information:

Herein a Zn(OTf)2 catalyzed synthesis of C2-alkyl substituted indole derivatives I (R = H, 6-Me, 5-F, etc.; R1 = H, 3-OMe, 4-Cl, etc.; n = 1, 2, 3) via unprecedented carbonyl group migration from o-amido alkynols is reported. The key features of this protocol involve N,O-carbonyl group migration, broad substrate scope with varied functionality tolerance, moderate to good yields, and 100% atom economy. The crossover experiments proved that the migration is happening via an intramol. pathway. In the experiment, the researchers used 4-Chloro-2-iodoaniline(cas: 63069-48-7Recommanded Product: 4-Chloro-2-iodoaniline)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Recommanded Product: 4-Chloro-2-iodoaniline

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

Chen, Su; Oliva, Monica; Van Meervelt, Luc; Van der Eycken, Erik V.; Sharma, Upendra K. published an article in 2021. The article was titled 《Palladium-Catalyzed Domino Synthesis of 2,3-Difunctionalized Indoles via Migratory Insertion of Isocyanides in Batch and Continuous Flow》, and you may find the article in Advanced Synthesis & Catalysis.Related Products of 63069-48-7 The information in the text is summarized as follows:

Authors report, herein, a palladium-catalyzed cascade comprising carbopalladation, migratory insertion of isocyanide and triple bond activation followed by a nucleophilic attack to construct difunctionalized acyl indoles e.g. I. The process involves multiple bond formations via key palladium-chem. steps, to construct these bis-heterocycles containing two privileged scaffolds (indole and oxindole) in a single operational step, along with attempts to generate enantioselectivity at a quaternary carbon center. The methodol. also demonstrates a continuous-flow process to synthesize aryl isocyanides within minutes and using them in a telescopic manner. In the experiment, the researchers used 4-Chloro-2-iodoaniline(cas: 63069-48-7Related Products of 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Related Products of 63069-48-7

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

In 2022,Fu, Jiayue; Li, Bingbing; Wang, Xiugui; Liang, Qida; Peng, Xiaoshi; Yang, Lu; Wan, Tao; Wang, Xinxiu; Lin, Bin; Cheng, Maosheng; Liu, Yongxiang published an article in Chinese Journal of Chemistry. The title of the article was 《Au(I)-Catalyzed 6-endo-dig Cyclizations of Aromatic 1, 5-Enynes to 2-(Naphthalen-2-yl)anilines Leading to Divergent Syntheses of Benzo[α]carbazole, Benzo[c,h]cinnoline and Dibenzo[i]phenanthridine Derivatives》.SDS of cas: 63069-48-7 The author mentioned the following in the article:

A gold(I)-catalyzed 6-endo-dig cyclization of aromatic 1,5-enynes was developed to synthesize 2-(naphthalen-2-yl)anilines. The functional group tolerance of this cyclization was examined systematically and a possible mechanism was proposed. The derivatization of 2-(naphthalen-2-yl)aniline was carried out to facile access to benzo[α]carbazole, benzo[c,h]cinnoline and dibenzo[i]phenanthridine derivatives in a divergent way. The experimental process involved the reaction 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.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.SDS of cas: 63069-48-7

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

Recommanded Product: 63069-48-7In 2021 ,《Visible-light-induced and copper-catalyzed oxidative cyclization of substituted o-aminophenylacetylene for the synthesis of quinoline and indole derivatives》 appeared in Organic Chemistry Frontiers. The author of the article were Huang, Quan; Zhao, Mingming; Yang, Yiqiang; Niu, Yan-Ning; Xia, Xiao-Feng. The article conveys some information:

Herein, the development of a mild and efficient intramol. oxidative cyclization reaction of substituted aromatic enamines and the C(sp3)-H bond adjacent to nitrogen with alkynes or alkenes, leading to multi-substituted quinolines and indoles using dioxygen as a green oxidant is reported. With visible light irradiation, a simple and cheap copper catalyst is able to functionalize the internal alkynes or alkenes via an intramol. radical cyclization strategy without any extra photosensitizers. Preliminary mechanistic studies including radical capture reactions, isotope labeling experiments, and fluorescence quenching study are also conducted. In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7Recommanded Product: 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).Recommanded Product: 63069-48-7

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

《Recyclable Heterogeneous Palladium-Catalyzed Cyclocarbonylation of 2-Iodoanilines with Acyl Chlorides in the Biomass-Derived Solvent 2-Methyltetrahydrofuran》 was written by Hao, Wenyan; Xu, Zhaotao; Zhou, Zebiao; Cai, Mingzhong. Related Products of 63069-48-7 And the article was included in Journal of Organic Chemistry in 2020. The article conveys some information:

A highly efficient, green palladium-catalyzed cyclocarbonylation of 2-iodoanilines with acyl chlorides has been developed that proceeds smoothly in a biomass-derived solvent 2-methyltetrahydrofuran with N,N-diisopropylethylamine as base at 100°C under 20 bar of carbon monoxide using an 2-aminoethylamino-modified MCM-41-anchored palladium acetate complex [2N-MCM-41-Pd(OAc)2] as a heterogeneous catalyst, yielding a wide variety of 2-substituted 4H-3,1-benzoxazin-4-one derivatives in good to excellent yields. This supported palladium catalyst could be facilely obtained by a two-step procedure from easily available starting materials and readily recovered via a simple filtration process and recycled at least 8 times without any apparent decrease in catalytic efficiency. The developed methodol. not only avoids the use of toxic solvents such as THF and DMF but also solves the basic problem of expensive palladium catalyst recovery and reuse and prevents effectively palladium contamination of the desired product. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7Related Products of 63069-48-7) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Related Products of 63069-48-7

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

Sun, Mingjie; Chen, Xinyang; Feng, Zichao; Deng, Guobo; Yang, Yuan; Liang, Yun published their research in Organic Chemistry Frontiers in 2021. The article was titled 《A Catellani and retro-Diels-Alder strategy to access 1-amino phenanthrenes via ortho- and interannular C-H activation of 2-iodobiphenyls》.SDS of cas: 63069-48-7 The article contains the following contents:

An efficient palladium-catalyzed three-component domino reaction of 2-iodobiphenyls, O-benzoylhydroxylamines and dienes was developed to construct diverse 1-amino phenanthrene derivatives I [R1 = H, 2-Me, 3-Cl, etc.; R2 = H, 7-F, 5-Cl, etc.; R3 = Et; R4 = Et; R3R4 = morpholin-4-yl, pyrrolidin-1-yl, thiomorpholin-4-yl, etc.]. The methodol. realized simultaneous construction of one C-N bond and two C-C bonds via a Catellani and retro-Diels-Alder strategy by ortho- and interannular C-H activation of 2-iodobiphenyls. Furthermore, this methodol. featured good functional group tolerance and broad substrate scope. 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. 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.SDS of cas: 63069-48-7

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

Palav, Amey; Misal, Balu; Chaturbhuj, Ganesh published their research in Journal of Organic Chemistry in 2021. The article was titled 《NCBSI/KI: A Reagent System for Iodination of Aromatics through In Situ Generation of I-Cl》.Formula: C6H5ClIN The article contains the following contents:

In-situ iodine monochloride (I-Cl) generation followed by iodination of aromatics using NCBSI/KI system was developed. The NCBSI reagent required no activation due to longer bond length, lower bond dissociation energy, and higher absolute charge d. on nitrogen. The system was adequate for mono- and diiodination of a wide range of moderate to highly activated arenes with good yield and purity. Moreover, the precursor N-(benzenesulfonyl)benzenesulfonamide was recovered and transformed to NCBSI and made the protocol eco-friendly and cost-effective. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Formula: C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Formula: C6H5ClIN

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