Month: November 2022

《Organo-photoredox-Catalyzed Atom-Transfer Radical Substitution of Alkenes with α-Carbonyl Alkyl Halidesã€?was written by Hirata, Goki; Shimada, Taisei; Nishikata, Takashi. Recommanded Product: 94928-86-6 And the article was included in Organic Letters in 2020. The article conveys some information:

A light-driven atom-transfer radical substitution (ATRS) and carboesterification reaction of alkenes with alkyl halides has been developed using PTH (N-phenylphenothiazine) as the organo-photoredox catalyst. Two types of products were obtained, depending on the additive and solvent used during the reaction. Primary, secondary, and tertiary alkyl halides reacted to give the ATRS products. This protocol has several advantages: it requires mild reaction conditions and a low catalyst loading and exhibits a broad substrate scope and good functional group tolerance. Mechanistic studies indicate that alkyl radicals might be generated as the key intermediates via photocatalysis, providing a new direction for ATRS reactions. In the part of experimental materials, we found many familiar compounds, such as fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Recommanded Product: 94928-86-6)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Recommanded Product: 94928-86-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Rapid Access to Diverse Potassium Acyltrifluoroborates (KATs) through Late-Stage Chemoselective Cross-Coupling Reactionsã€?was written by Deng, Xingwang; Zhou, Guan; Han, Xiao; Ullah, Khadim; Srinivasan, Rajavel. Computed Properties of C5H3Br2N And the article was included in Organic Letters in 2021. The article conveys some information:

Functionalization of acyltrifluoroborates K[BrArCOBF3] (Ar = arylene, 2,5-thiophenediyl) was achieved by late-stage cross-coupling with arylboronic acids, arylacetylenes and aromatic amines, providing access to substituted trifluoroborates K[RArCOBF3] (R = aryl, alkynyl, arylamino). Potassium acyltrifluoroborates (KATs) are opening up new avenues in chem. biol., materials science, and synthetic organic chem. due to their intriguing reactivities. However, the synthesis of these compounds remains mostly complicated and time-consuming. Herein, we have developed chemoselective Pd-catalyzed approaches for the late-stage diversification of arenes bearing prefunctionalized KATs. These approaches feature chemoselective cross-coupling, rapid diversification, functional group tolerance, mild reaction conditions, simple operation, and high yields. In the experimental materials used by the author, we found 2,5-Dibromopyridine(cas: 624-28-2Computed Properties of C5H3Br2N)

2,5-Dibromopyridine(cas: 624-28-2) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Computed Properties of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Xiaoyu; Liu, Bo; Pei, Congcong; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng published their research in Organic Letters in 2021. The article was titled 《Visible-Light-Induced Radical Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF2H-Substituted Quinazolinonesã€?COA of Formula: C33H24IrN3 The article contains the following contents:

A mild and efficient visible-light-induced radical difluoromethylation/cyclization of unactivated alkenes towards the synthesis of substituted quinazolinones with easily accessible difluoromethyltriphenylphosphonium bromide was developed. The transformation has the advantages of wide functional group compatibility, a broad substrate scope and operational simplicity. The benign protocol offered a facile access to pharmaceutically valuable difluoromethylated polycyclic quinazolinones. The experimental process involved the reaction of fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6COA of Formula: C33H24IrN3)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.COA of Formula: C33H24IrN3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Song, Ruichong; Tago, Tetsuro; Tatsuta, Maho; Shiraishi, Nana; Iwai, Kumiko; Hirano, Keiichi; Toyohara, Jun; Tanaka, Hiroshi published their research in ChemistrySelect in 2021. The article was titled 《N-Alkyl 3-aminobut-2-enenitrile as a Non-radioactive Side Product in Nucleophilic 18F-Fluorinationã€?Computed Properties of C5H3Br2N The article contains the following contents:

Acetonitrile acted as a reactant under the conventional reaction conditions for aliphatic nucleophilic 18F-fluorination in acetonitrile to provide the N-alkyl 3-aminobut-2-enenitrile (E)-I as one of the side products was found. Dimerization of acetonitrile promoted by a complex of K2CO3 and K222 provided 3-aminobut-2-enenitrile, which acted as nucleophile to provide N-alkyl amino derivatives (E)-I. Based on the finding, avoiding acetonitrile in the drying of [18F]fluoride as well as 18F-labeling enabled the preparation of 18F-labeled compounds II (X = 18F) containing only a small amount of the corresponding alc. II (X = OH). Finally, usage of an automated synthesizer to achieve an efficient phase-tag-assisted synthesis of 18F-labeled stilbene derivative as a 18F-labeled amyloid-β ligand (X = 18F) is described. The experimental part of the paper was very detailed, including the reaction process of 2,5-Dibromopyridine(cas: 624-28-2Computed Properties of C5H3Br2N)

2,5-Dibromopyridine(cas: 624-28-2) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Computed Properties of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zwergel, Clemens; Di Bello, Elisabetta; Fioravanti, Rossella; Conte, Mariarosaria; Nebbioso, Angela; Mazzone, Roberta; Brosch, Gerald; Mercurio, Ciro; Varasi, Mario; Altucci, Lucia; Valente, Sergio; Mai, Antonello published their research in ChemMedChem in 2021. The article was titled 《Novel Pyridine-Based Hydroxamates and 2-Aminoanilides as Histone Deacetylase Inhibitors: Biochemical Profile and Anticancer Activityã€?Reference of 6-Bromopyridin-3-amine The article contains the following contents:

Starting from the N-hydroxy-3-((4-(2-phenylbutanoyl)amino)phenyl)acrylamide (5 b) previously described by us as a HDAC inhibitor, we prepared four aza-analogs, 6-8, 9 b, as regioisomers containing the pyridine nucleus. Preliminary screening against mHDAC1 highlighted the N-hydroxy-5-((2-(2-phenylbutanoyl)amino)pyridyl)acrylamide (9 b) as the most potent inhibitor. Thus, we further developed both pyridylacrylic- and nicotinic-based hydroxamates (9 a, 9 c-f, and 11 a-f) and 2-aminoanilides (10 a-f and 12 a-f), related to 9 b, to be tested against HDACs. Among them, the nicotinic hydroxamate 11 d displayed sub-nanomolar potency (IC50: 0.5 nM) and selectivity up to 34 000 times that of HDAC4 and from 100 to 1300 times that of all the other tested HDAC isoforms. The 2-aminoanilides were class I-selective HDAC inhibitors, generally more potent against HDAC3, with the nicotinic anilide 12 d being the most effective (IC50HDAC3=0.113μM). When tested in U937 leukemia cells, the hydroxamates 9 e, 11 c, and 11 d blocked over 80% of cells in G2/M phase, whereas the anilides did not alter cell-cycle progress. In the same cell line, the hydroxamate 11 c and the anilide 10 b induced about 30% apoptosis, and the anilide 12 c displayed about 40% cytodifferentiation. Finally, the most potent compounds in leukemia cells 9 b, 11 c, 10 b, 10 e, and 12 c were also tested in K562, HCT116, and A549 cancer cells, displaying antiproliferative IC50 values at single-digit to sub-micromolar level.6-Bromopyridin-3-amine(cas: 13534-97-9Reference of 6-Bromopyridin-3-amine) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) 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.Reference of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chen, Xiaoxi; Fan, Shuai; Zhang, Meng; Gao, Yuzhen; Li, Shangda; Li, Gang published their research in Chemical Science in 2021. The article was titled 《Palladium-catalyzed remote para-C-H activation of arenes assisted by a recyclable pyridine-based templateã€?Name: Pyridin-3-ylboronic acid The article contains the following contents:

An unprecedented pyridine-based para-directing template (DT) assisted, Pd-catalyzed para-C-H alkenylation of three classes of arenes, i.e. phenylpropanoic acids, 2-Ph benzoic acids and benzyl alcs., with a series of alkenes included perfluoroalkenes was reported. Notably, the pyridine-based para-DT could be easily synthesized and readily recycled under mild conditions. These results may find application in rapid construction of para-substituted arenes and stimulated the exploration of novel methods for para-C-H functionalization of arenes. In the part of experimental materials, we found many familiar compounds, such as Pyridin-3-ylboronic acid(cas: 1692-25-7Name: Pyridin-3-ylboronic acid)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Name: Pyridin-3-ylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Weber, Stefan; Bruenig, Julian; Veiros, Luis F.; Kirchner, Karl published their research in Organometallics in 2021. The article was titled 《Manganese-Catalyzed Hydrogenation of Ketones under Mild and Base-free Conditionsã€?Category: pyridine-derivatives The article contains the following contents:

In this paper, several Mn(I) complexes were applied as catalysts for the homogeneous hydrogenation of ketones. The most active precatalyst is the bench-stable alkyl bisphosphine Mn(I) complex fac-[Mn(dippe)(CO)3(CH2CH2CH3)]. The reaction proceeds at room temperature under base-free conditions with a catalyst loading of 3 mol % and a hydrogen pressure of 10 bar. A temperature-dependent selectivity for the reduction of α,β-unsaturated carbonyls was observed At room temperature, the carbonyl group was selectively hydrogenated, while the C:C bond stayed intact. At 60°, fully saturated systems were obtained. A plausible mechanism based on DFT calculations which involves an inner-sphere hydride transfer is proposed. In the experiment, the researchers used many compounds, for example, 4-Acetylpyridine(cas: 1122-54-9Category: pyridine-derivatives)

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Raji Reddy, Chada; Bodasu, Srinivas; Mallesh, Kathe; Prapurna, Y. Lakshmi published an article in 2021. The article was titled 《Synthesis of Fused Pyrimido[1,6-a]indolones via Rhodium(III)-Catalyzed Cascade Annulationsã€? and you may find the article in Synthesis.Related Products of 128071-75-0 The information in the text is summarized as follows:

A novel method for the synthesis of fused pyrimido[1,6-a]-indolone derivatives, e.g., I by annulation of 2-alkynylaryl aldehydes/2-alkynylarylidene ketones with N-(pivaloyloxy)-1H-indole-1-carboxamide catalyzed by rhodium has been accomplished. The reaction proceeds through C-H activation based annulation with alkyne moiety followed by addition of nitrogen on to aldehyde/activated alkene to give the products in moderate to good yields. Highly fluorescent dipyrrinone analogs could be synthesized from the derived products. The experimental process involved the reaction of 2-Bromonicotinaldehyde(cas: 128071-75-0Related Products of 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Related Products of 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chung, Hyunho; Kim, Jeongyun; Gonzalez-Montiel, Gisela A.; Ha-Yeon Cheong, Paul; Lee, Hong Geun published an article in 2021. The article was titled 《Modular Counter-Fischer-Indole Synthesis through Radical-Enolate Couplingã€? and you may find the article in Organic Letters.Application In Synthesis of 4-Acetylpyridine The information in the text is summarized as follows:

A single-electron transfer mediated modular formation of indoles e.g., 2-phenyl-1H-indole from a 2-iodoaniline derivatives 2-I-3-R-4-R1-5-R2-6-R3C6NH(R4) [R = H, Cl, Br; R1 = H, Me, CN, Br, (tert-butoxy)carbonyl, etc.; R2 = H, Me, OMe, Cl, Br; R3 = H, Cl, Br; R4 = H, Me, Bn, 1-hexyl, cyclohexyl; R2R3 = -CH=CHCH=CH-] and a ketones e.g., acetophenone has been developed. This transition-metal-free reaction shows a broad substrate scope and unconventional regioselectivity trends. Moreover, important functional groups for further transformation are tolerated under the reaction conditions. D. functional theory studies reveal that the reaction proceeds by metal coordination, which converts a disfavored 5-endo-trig cyclization to an accessible 7-endo-trig process. In the experiment, the researchers used many compounds, for example, 4-Acetylpyridine(cas: 1122-54-9Application In Synthesis of 4-Acetylpyridine)

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Application In Synthesis of 4-Acetylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nemeth, Andras Gy.; Szabo, Renata; Orsy, Gyorgy; Mandity, Istvan M.; Keseru, Gyorgy M.; Abranyi-Balogh, Peter published an article in 2021. The article was titled 《Continuous-flow synthesis of thioureas, enabled by aqueous polysulfide solutionã€? and you may find the article in Molecules.Synthetic Route of C5H5BrN2 The information in the text is summarized as follows:

The continuous-flow synthesis of thioureas in a multicomponent reaction starting from isocyanides, amidines, or amines and sulfur was developed. The aqueous polysulfide solution enabled the application of sulfur under homogeneous and mild conditions. The crystallized products were isolated by simple filtration after the removal of the co-solvent, and the sulfur retained in the mother liquid Presenting a wide range of thioureas synthesized by this procedure confirms the utility of the convenient continuous-flow application of sulfur. In the experiment, the researchers used many compounds, for example, 6-Bromopyridin-3-amine(cas: 13534-97-9Synthetic Route of C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) 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―NHRâ€? to form imines (R2C=NRâ€?. Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Synthetic Route of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem