Category: 529-28-2

Li, Xujun; Li, Jia; Wang, Xiaoshuang; Wu, Lingang; Wang, Yanlan; Maestri, Giovanni; Malacria, Max; Liu, Xiang published their research in Dalton Transactions in 2021. The article was titled 《Photoelectric properties of aromatic triangular tri-palladium complexes and their catalytic applications in the Suzuki-Miyaura coupling reaction》.Category: ethers-buliding-blocks The article contains the following contents:

The photoelec. properties and catalytic activities of substituted triphenylphosphine and sulfur/selenium ligand supported aromatic triangular tri-palladium complexes 1-4, abbreviated as [Pd3]+, were studied. The cyclic voltammogram of [Pd3]+ in CH3CN-Bu4NPF6 showed a single quasi-reversible wave which was consistent with their robust property and provided preliminary proof for their electron transfer processes in catalysis. With excitation at 267 nm, [Pd3]+ exhibited strong ratiometric fluorescence at 550 and 780 nm at a temperature gradient from 77 K to 287 K. These peculiar triangular tri-palladium complexes showed excellent catalytic activities and exclusive reactivity with aryl iodides over the other halogenated aromatics in the Suzuki-Miyaura coupling reaction. The electronic and steric hindrance effects of substituents on the aryl iodides and aryl boronic acids including heteroaromatics like pyridine, pyrazine and thiophenes were explored and most substrates achieved up to 99% of yields. (2-[1,1′-Biphenyl]-2-ylbenzothiazole) which was analogous to the selective cyclooxygenase-2 (COX-2) inhibitors was also synthesized with the authors’ tri-palladium catalyst and gave good isolated yield (94%). The study of the catalytic process revealed that the mechanism of the reaction may involve the replacement of the sulfur ligand on [Pd3]+ by iodine from aryl iodides, which was beneficial for the matching of C-I bond energy. The results came from multiple reactions, including the reaction of 1-Iodo-2-methoxybenzene(cas: 529-28-2Category: ethers-buliding-blocks)

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,ChemistrySelect included an article by Jori, Popat K.; Jadhav, Vrushali H.. Safety of 1-Iodo-2-methoxybenzene. The article was titled 《Transition-Metal-Free Glucose-Derived Carbonaceous Catalyst Catalyzes Direct C-H Arylation of Unactivated Arenes with Aryl Halides》. The information in the text is summarized as follows:

The metal free catalyst by a very simple, economical and greener method was prepared The green catalyst showed remarkable activity in developing a simple and efficient method for C-H arylation of benzene with number of aryl halides RI (R = 3-methylphenyl, 4-chlorophenyl, naphth-1-yl, biphenyl-4-yl, etc.) in the synthesis of biaryls RC6H5. This method can be used to generate a diverse range of biaryl’s in good to excellent yields. The experimental process involved the reaction of 1-Iodo-2-methoxybenzene(cas: 529-28-2Safety of 1-Iodo-2-methoxybenzene)

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Safety of 1-Iodo-2-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,ACS Catalysis included an article by Fricke, Christoph; Dahiya, Amit; Reid, William B.; Schoenebeck, Franziska. Formula: C7H7IO. The article was titled 《Gold-Catalyzed C-H Functionalization with Aryl Germanes》. The information in the text is summarized as follows:

The development of orthogonal Csp2-Csp2 coupling regimes to the omnipresent Pd-catalysis class would enable an addnl. dimension of modularity in the construction of densely functionalized biaryl motifs. In this context, the identification of potent functional groups for selective transformations is in high demand. Although organogermanium compounds are generally believed to be of low reactivity in homogenous catalysis, this report discloses the highly efficient and orthogonal reactivity of aryl germanes with arenes under gold catalysis. The method is characterized by mildness, the employment of an air- and moisture-stable gold catalyst, and robustness. Our mechanistic studies show that aryl germanes are highly reactive with Au(I) and Au(III). Our computational data suggest that the origin of this reactivity primarily lies in the relatively low bond dissociation energy and as such low distortion energy to reach the key bond activating transition state. In addition to this study using 1-Iodo-2-methoxybenzene, there are many other studies that have used 1-Iodo-2-methoxybenzene(cas: 529-28-2Formula: C7H7IO) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Formula: C7H7IO

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Organic Letters included an article by Molloy, John J.; O’Rourke, Kerry M.; Frias, Carolina P.; Sloan, Nikki L.; West, Matthew J.; Pimlott, Sally L.; Sutherland, Andrew; Watson, Allan J. B.. Formula: C7H7IO. The article was titled 《Mechanism of Cu-Catalyzed Aryl Boronic Acid Halodeboronation Using Electrophilic Halogen: Development of a Base-Catalyzed Iododeboronation for Radiolabeling Applications》. The information in the text is summarized as follows:

An investigation into the mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen reagents is reported. Evidence is provided to show that this takes place via a boronate-driven ipso-substitution pathway and that Cu is not required for these processes to operate: general Lewis base catalysis is operational. This in turn allows the rational development of a general, simple, and effective base-catalyzed halodeboronation that is amenable to the preparation of 125I-labeled products for SPECT applications. In the experiment, the researchers used 1-Iodo-2-methoxybenzene(cas: 529-28-2Formula: C7H7IO)

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Formula: C7H7IO

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application In Synthesis of 1-Iodo-2-methoxybenzeneIn 2019 ,《Sulfenamide-enabled ortho thiolation of aryl iodides via palladium/norbornene cooperative catalysis》 was published in Nature Communications. The article was written by Li, Renhe; Zhou, Yun; Yoon, Ki-Young; Dong, Zhe; Dong, Guangbin. The article contains the following contents:

A general ortho thiolation of common aryl and heteroaryl iodides RI (R = 2-methylphenyl, 1-naphthyl, quinolin-5-yl, etc.) via palladium-norbornene cooperative catalysis is reported. Using this approach, an aryl or alky sulfur moiety can be site-selectively introduced at the arene ortho position without using sterically or electronically biased substrates. The arene ipso functionalization is simultaneously achieved through Heck, Suzuki or Sonogashira termination. The reaction is enabled by a unique class of electrophiles in palladium-norbornene cooperative catalysis, which are sulfenamides such as N-phenyl-N-(phenylsulfanyl)formamide, 1-(phenylsulfanyl)pyrrolidin-2-one, 1-(phenylsulfanyl)azepan-2-one, etc. derived from seven-membered lactams. The broad substrates scope and high chemoselectivity could make this method attractive for synthesis of complex sulfur-containing aromatic compounds, e.g., I. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-2-methoxybenzene(cas: 529-28-2Application In Synthesis of 1-Iodo-2-methoxybenzene)

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Application In Synthesis of 1-Iodo-2-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Self-Assembled Multilayer Iron(0) Nanoparticle Catalyst for Ligand-Free Carbon-Carbon/Carbon-Nitrogen Bond-Forming Reactions》 was published in Organic Letters in 2020. These research results belong to Akiyama, Toshiki; Wada, Yuki; Yamada, Makito; Shio, Yasunori; Honma, Tetsuo; Shimoda, Shuhei; Tsuruta, Kazuki; Tamenori, Yusuke; Haneoka, Hitoshi; Suzuki, Takeyuki; Harada, Kazuo; Tsurugi, Hayato; Mashima, Kazushi; Hasegawa, Jun-ya; Sato, Yoshihiro; Arisawa, Mitsuhiro. Quality Control of 1-Iodo-2-methoxybenzene The article mentions the following:

Self-assembled multilayer iron(0) nanoparticles (NPs, 6-10 nm), namely, sulfur-modified Au-supported Fe(0) [SAFe(0)], were developed for ligand-free one-pot carbon-carbon/carbon-nitrogen bond-forming reactions. SAFe(0) was successfully prepared using a well-established metal-nanoparticle catalyst preparative protocol by simultaneous in situ metal NP and nanospace organization (PSSO) with 1,4-bis(trimethylsilyl)-1,4-dihydropyrazine (Si-DHP) as a strong reducing agent. SAFe(0) was easy to handle in air and could be recycled with a low iron-leaching rate in reaction cycles. In the experiment, the researchers used many compounds, for example, 1-Iodo-2-methoxybenzene(cas: 529-28-2Quality Control of 1-Iodo-2-methoxybenzene)

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Quality Control of 1-Iodo-2-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《C-C and C-S Coupling Catalyzed by Supported Cu(II) on Nano CoFe2O4》 was written by Tamoradi, Taiebeh; Masoumeh Mousavi, Seyedeh; Mohammadi, Masoud. COA of Formula: C7H7IO And the article was included in ChemistrySelect in 2020. The article conveys some information:

A new magnetically recoverable copper nanocatalyst was readily prepared and structurally characterized by FT-IR, SEM, EDX, X-ray map and XRD techniques. The prepared nanocatalyst exhibited efficient catalytic activity in C-S and C-C coupling reactions, afforded di-Ph sulfide and α,β-unsaturated esters RC=CR1 [R = Ph, 4-MeC6H4, 4ClC6H4, etc.; R1 = C(O)2Bu] from Heck reaction of Bu acrylates and halobenzenes resp. The catalyst could be magnetically recovered after the reaction and could be reused for five times without appreciable decrease in activity. In addition to this study using 1-Iodo-2-methoxybenzene, there are many other studies that have used 1-Iodo-2-methoxybenzene(cas: 529-28-2COA of Formula: C7H7IO) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.COA of Formula: C7H7IO

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Unexpected ortho-Heck Reaction under the Catellani Conditions》 was published in Organic Letters in 2020. These research results belong to Rago, Alexander J.; Dong, Guangbin. HPLC of Formula: 529-28-2 The article mentions the following:

An unexpected ortho-Heck reaction was discovered during the study of palladium/norbornene (Pd/NBE) catalysis. Under the Catellani reaction conditions in the presence of lithium salts and olefins, Heck coupling takes place at the ortho position instead of the commonly observed ipso position; meanwhile, a norbornyl group was introduced at the arene ipso position. Systematic deuterium labeling and crossover experiments suggest an unusual 1,4-palladium migration/intramol. hydrogen transfer pathway. The knowledge gained in this study could provide insights for the future development of Pd/NBE catalysis. In addition to this study using 1-Iodo-2-methoxybenzene, there are many other studies that have used 1-Iodo-2-methoxybenzene(cas: 529-28-2HPLC of Formula: 529-28-2) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.HPLC of Formula: 529-28-2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Safety of 1-Iodo-2-methoxybenzeneIn 2020 ,《Temperature-modulated selective C(sp3)-H or C(sp2)-H arylation through palladium catalysis》 was published in Chemical Science. The article was written by Gogula, Thirupathi; Zhang, Jinquan; Lonka, Madhava Reddy; Zhang, Shuaizhong; Zou, Hongbin. The article contains the following contents:

Herein, the first example of temperature-dependent selective C-H functionalization of unactivated C(sp3)-H or C(sp2)-H bonds at remote positions through palladium catalysis using 7-pyridyl-pyrazolo[1,5-a]pyrimidine as a new directing group were demonstrated. At 120°C, C(sp3)-H arylation was triggered by the chelation of a rare [6,5]-fused palladacycle, whereas at 140°C, C(sp2)-H arylation proceeded instead through the formation of a 16-membered tetramer containing four 7-pyridyl-pyrazolo[1,5-a]pyrimidine-palladium chelation units. The subsequent mechanistic study revealed that both C-H activations shared a common 6-membered palladacycle intermediate, which was then directly transformed to either the [6,5]-fused palladacycle for C(sp3)-H activation at 120°C or the tetramer for C(sp2)-H arylation at 140°C with catalytic amounts of Pd(OAc)2 and AcOH. Raising the temperature from 120°C to 140°C can also convert the [6,5]-fused palladacycle to the tetramer with the above-mentioned catalysts, hence completing the C(sp2)-H arylation ultimately. In addition to this study using 1-Iodo-2-methoxybenzene, there are many other studies that have used 1-Iodo-2-methoxybenzene(cas: 529-28-2Safety of 1-Iodo-2-methoxybenzene) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Safety of 1-Iodo-2-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction》 were Xiao, Pan; Schlinquer, Claire; Pannecoucke, Xavier; Bouillon, Jean-Philippe; Couve-Bonnaire, Samuel. And the article was published in Journal of Organic Chemistry in 2019. Formula: C7H7IO The author mentioned the following in the article:

Efficient ligand-free palladium catalyzed Mizoroki-Heck reaction allowed the formation of trisubstituted α-trifluoromethylacrylates. The reaction showed good chem. tolerance and furnished moderate to excellent yields of reaction. Silver salt additive proved to be essential for the reaction. The reaction has been then applied to the formation of 3-trifluoromethyl coumarins and analogs of therapeutic agents. In the experimental materials used by the author, we found 1-Iodo-2-methoxybenzene(cas: 529-28-2Formula: C7H7IO)

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Formula: C7H7IO

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem