Tag: 164.02

Nickel-catalysed direct alkylation of thiophenes via double C(sp³)-H/C(sp²)-H bond cleavage: the importance of KH₂PO₄ was written by Wang, Xie;Xie, Peipei;Qiu, Renhua;Zhu, Longzhi;Liu, Ting;Li, You;Iwasaki, Takanori;Au, Chak-Tong;Xu, Xinhua;Xia, Yuanzhi;Yin, Shuang-Feng;Kambe, Nobuaki. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Product Details of 3034-53-5 This article mentions the following:

The efficient Ni-catalyzed oxidative C(sp³)-H/C(sp²)-H cross-dehydrogenative coupling reaction was developed for synthesis of highly functionalized alkyl (aryl)-substituted thiophenes such as I [R¹ = Me, Et, Ph; R² = Me, Ph, Bn, 2-naphthyl; R¹ = R² = Me, Ph; R¹R² = (CH₂)₅, Ph, 2-H₃CC₆H₄; R³ = 2-thienyl, benzothien-2-yl, 4-Br-2-thienyl, etc.] from thiophenes and aliphatic (aromatic) amides that contain an 8-aminoquinoline as a removable directing group in the presence of a silver oxidant. The approach enabled the facile one-step synthesis of substituted thiophenes I with high functional group compatibility via double C(sp³)-H/C(sp²)-H bond cleavage without affecting C-Br and C-I bonds and formation of C(alkyl)-C(heteroaryl) bonds. DFT calculations verified the importance of KH₂PO₄ as an additive for promoting C-H bond cleavage and supported the involvement of a Ni(III) species for efficient C(sp²)-H cleavage and C-C coupling. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5Product Details of 3034-53-5).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Product Details of 3034-53-5

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

One-Pot Domino Synthesis of Diarylalkynes/1,4-Diaryl-1,3-diynes by [9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene] (Xantphos)-Copper(I) Iodide-Palladium(II) Acetate-Catalyzed Double Sonogashira-Type Reaction was written by Qiu, Shaozhong;Zhang, Caiyang;Qiu, Rui;Yin, Guodong;Huang, Jinkun. And the article was included in Advanced Synthesis & Catalysis in 2018.Category: thiazole This article mentions the following:

The low loading combination of the complex [9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene] (Xantphos)copper(I) iodide and simple ligand-free palladium(II) acetate was found to be efficient for the domino synthesis of diarylalkynes by the reaction of aryl halides with trimethylsilylethynylene or bis(trimethylsilyl)acetylene in a single-step procedure. The unsym. diarylalkynes can be obtained through a one-pot two-step approach. The reactions of aryl bromides with 1,4-bis(trimethylsilyl)butadiyne also furnished the corresponding 1,4-diaryl-1,3-diynes in a similar fashion. This route to diarylalkynes and 1,4-diaryl-1,3-diynes is complementary to previously reported synthetic procedures. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5Category: thiazole).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Category: thiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Cesium carbonate-promoted synthesis of aryl methyl sulfides using S-methylisothiourea sulfate under transition-metal-free conditions was written by Zhang, Caiyang;Zhou, You;Huang, Jintao;Tu, Canhui;Zhou, Xiaoai;Yin, Guodong. And the article was included in Organic & Biomolecular Chemistry in 2018.HPLC of Formula: 3034-53-5 This article mentions the following:

In the presence of cesium carbonate, an efficient synthesis of aryl Me sulfides by the reactions of aryl halides with com. available S-methylisothiourea sulfate was developed. This odourless and highly crystalline solid was used as the substitute for malodorous methanethiol. The gram-scale reaction also proceeded smoothly without the use of column chromatog. separation Similarly, 2-(dimethylamino)ethylthio and cyclopropylmethylthio groups were easily introduced into the aromatic rings from the corresponding S-[2-(dimethylamino)ethyl]isothiourea dihydrochloride and S-cyclopropylmethylisothiourea hydrobromide. The possible reaction mechanism was proposed. It was believed that this route to aryl alkyl sulfides were well competitive with currently known methods due to its wide substrate scope, excellent yields, easy operation and transition-metal-free conditions. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5HPLC of Formula: 3034-53-5).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.HPLC of Formula: 3034-53-5

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Predicting reaction conditions from limited data through active transfer learning was written by Shim, Eunjae;Kammeraad, Joshua A.;Xu, Ziping;Tewari, Ambuj;Cernak, Tim;Zimmerman, Paul M.. And the article was included in Chemical Science in 2022.Safety of 2-Bromothiazole This article mentions the following:

Transfer and active learning have the potential to accelerate the development of new chem. reactions, using prior data and new experiments to inform models that adapt to the target area of interest. This article shows how specifically tuned machine learning models, based on random forest classifiers, can expand the applicability of Pd-catalyzed cross-coupling reactions to types of nucleophiles unknown to the model. First, model transfer is shown to be effective when reaction mechanisms and substrates are closely related, even when models are trained on relatively small numbers of data points. Then, a model simplification scheme is tested and found to provide comparative predictivity on reactions of new nucleophiles that include unseen reagent combinations. Lastly, for a challenging target where model transfer only provides a modest benefit over random selection, an active transfer learning strategy is introduced to improve model predictions. Simple models, composed of a small number of decision trees with limited depths, are crucial for securing generalizability, interpretability, and performance of active transfer learning. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5Safety of 2-Bromothiazole).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Safety of 2-Bromothiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

The effect of electron-withdrawing substituents in asymmetric anthracene derivative semiconductors was written by Liu, Si;Zheng, Lei;Chen, Mingxi;Sun, Yajing;Wang, Peng;Li, Shuyu;Wu, Hongnan;Zhang, Xiaotao;Hu, Wenping. And the article was included in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices in 2021.Synthetic Route of C3H2BrNS This article mentions the following:

Three anthracene derivatives, referred to as 2-Ph anthracene (Ph-Ant), 2-thiazole anthracene (TZ-Ant), and 2-pentafluorophenyl anthracene (F5Ph-Ant), were designed and synthesized to reveal the effects of the electron-withdrawing substituents on the mol. packing structure and photoelec. properties of the anthracene core. As the electron-withdrawing abilities of the substituents increased, the mol. structures of the three semiconductors showed a progressive deterioration in intermol. interactions and mol. accumulation, and the photoelec. properties became worse. Interestingly, the energy levels of the three semiconductors showed gradually decreasing changes with an enhancement of the electron-withdrawing abilities of the substituents, indicating a possible strategy for fabricating n-type anthracene derivative semiconductor materials. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5Synthetic Route of C3H2BrNS).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Synthetic Route of C3H2BrNS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

3,4,5-Trimethoxy Substitution on an N-DMBI Dopant with New N-Type Polymers: Polymer-Dopant Matching for Improved Conductivity-Seebeck Coefficient Relationship was written by Han, Jinfeng;Chiu, Arlene;Ganley, Connor;McGuiggan, Patty;Thon, Susanna M.;Clancy, Paulette;Katz, Howard E.. And the article was included in Angewandte Chemie, International Edition in 2021.Product Details of 3034-53-5 This article mentions the following:

Achieving high elec. conductivity and thermoelec. power factor simultaneously for n-type organic thermoelecs. is still challenging. By constructing 2 new acceptor-acceptor n-type conjugated polymers with different backbones and introducing the 3,4,5-trimethoxyphenyl group to form the new n-type dopant 1,3-dimethyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-benzo[d]imidazole (TP-DMBI), high elec. conductivity of 11 S cm^-1 and power factor of 32μW m^-1 K^-2 are achieved. Calculations using D. Functional Theory show that TP-DMBI presents a higher singly occupied MO (SOMO) energy level of -1.94 eV than that of the common dopant 4-(1, 3-dimethyl-2, 3-dihydro-1H-benzoimidazol-2-yl) Ph dimethylamine (N-DMBI) (-2.36 eV), which can result in a larger offset between the SOMO of dopant and LUMO (LUMO) of n-type polymers, though that effect may not be dominant. The doped polymer films exhibit higher Seebeck coefficient and power factor than films using N-DMBI at the same doping levels or similar elec. conductivity levels. Also, TP-DMBI doped polymer films offer much higher electron mobility of up to 0.53 cm² V^-1 s^-1 than films with N-DMBI doping, demonstrating the potential of TP-DMBI, and 3,4,5-trialkoxy DMBIs more broadly, for high performance n-type organic thermoelecs. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5Product Details of 3034-53-5).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Product Details of 3034-53-5

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Site-Selective Pd-Catalyzed C(sp³)-H Arylation of Heteroaromatic Ketones was written by Kudashev, Anton;Baudoin, Olivier. And the article was included in Chemistry – A European Journal in 2021.COA of Formula: C3H2BrNS This article mentions the following:

A ligand-controlled site-selective C(sp³)-H arylation of heteroaromatic ketones had been developed using Pd catalysis to gave ArC(O)CHR¹CH₂R² [Ar = thiazol-2-yl, 2-pyridyl, 2-quinolyl, etc.; R¹ = Ph, 4-MeC₆H₄, 2-naphthyl, etc.; R² = H, Me, ph, etc.]. The reaction occurred selectively at the α- or β-position of the ketone side-chain. The switch from α- or β-arylation was realized by addition of a pyridone ligand. The α-arylation process showed broad scope and high site- and chemoselectivity, whereas the β-arylation was more limited. Mechanistic investigations suggested that α-arylation occurs through C-H activation/oxidative addition/reductive elimination whereas β-arylation involves desaturation and aryl insertion. In the experiment, the researchers used many compounds, for example, 2-Bromothiazole (cas: 3034-53-5COA of Formula: C3H2BrNS).

2-Bromothiazole (cas: 3034-53-5) belongs to thiazole derivatives. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.COA of Formula: C3H2BrNS

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica