Tag: M.W=150-200

Zhang, Dong; Gao, Di; Cai, Jinlin; Wu, Xiaoyu; Qin, Hong; Qiao, Kai; Liu, Chengkou; Fang, Zheng; Guo, Kai published the artcile< The ruthenium-catalyzed meta-selective C-H nitration of various azole ring-substituted arenes>, Product Details of C10H7NOS, the main research area is ruthenium catalyst meta selective nitration azole arene green chem.

The efficient ruthenium-catalyzed meta-selective CAr-H nitration of azole ring substituted arenes has been developed. In this work, Ru3(CO)12 was used as the catalyst, AgNO2 as the nitro source, HPcy3+·BF4- as the ligand, pivalic acid as the additive, and DCE as the solvent, and a wide spectrum of arenes bearing thiazole, pyrazolyl or removable oxazoline directing groups were tolerated in this meta-selective CAr-H nitration, affording the nitrated products in moderate to good yields. Moreover, this study reveals a gentler and environmentally friendly way to access meta-nitration arenes compared to the traditional process.

Organic & Biomolecular Chemistry published new progress about Azoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Product Details of C10H7NOS.

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

Boga, C.; Del Vecchio, E.; Forlani, L.; Todesco, P. E. published the artcile< Tetrahalomethanes: simple reagents for the synthesis of monohalogenated and mixed dihalogenated aromatic heterocycles via metal-halogen exchange from lithium compounds>, Quality Control of 3034-56-8, the main research area is halogenation aromatic heterocycle; lithium halogen exchange aromatic heterocycle.

Tetrabromo- or tetrachloromethane and 2-lithio derivatives of aromatic heterocycles rapidly produce the corresponding 2-bromo or 2-chloro derivatives in high yields through a metal-halogen exchange mechanism. This kind of reaction was also used to obtain, in good yields, 5-bromo-2-chlorothiazole and 5-bromo-2-chloro-N-methylimidazole.

Journal of Organometallic Chemistry published new progress about Halogenation. 3034-56-8 belongs to class thiazole, and the molecular formula is C3HBrClNS, Quality Control of 3034-56-8.

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

Barton, Anne; Breukelman, Stephen P.; Kaye, Perry T.; Meakins, G. Denis; Morgan, David J. published the artcile< The preparation of thiazole-4- and -5-carboxylates, and an infrared study of their rotational isomers>, Computed Properties of 72054-60-5, the main research area is cyclocondensation thiourea bromomethyloxopentanoate; isobutyraldehyde chloroacetate cyclocondensation thiourea; aminoispropylthiazolecarboxylate methyl; butylthiazolecarboxylate ethyl; thiazolecarboxylate preparation rotational isomerism IR.

A general procedure is reported for the preparation of thiazole-4- and -5-carboxylates containing alkyl and halo substituents. Treatment of Me2CHCHO and Cl2CHCO2Me with NaOMe in Et2O at 0°, followed by addition of (H2N)2CS and 4 h reflux in MeOH gave the aminothiazole I. The thiazole II was prepared by treatment of EtO2CCHBrCOCMe3 with (H2N)2CS in refluxing EtOH for 1 h, followed by deamination with NaNO2-H3PO2. Both series of esters show IR carbonyl doublets caused by rotational isomerism; the more intense absorptions of the 4-carboxylates are at lower wave number, whereas those of the 5-carboxylates are the higher wave number component. In both series, the stronger bands arise from the thermochem. more stable forms. For the 4-carboxylates, these forms are the carbonyl O,S-syn-s-trans-rotamers.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 72054-60-5 belongs to class thiazole, and the molecular formula is C7H10N2O2S, Computed Properties of 72054-60-5.

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

Tian, Ze-Yu; Lin, Zeng-Hui; Zhang, Cheng-Pan published the artcile< Pd/Cu-Catalyzed C-H/C-H cross coupling of (hetero)arenes with azoles through arylsulfonium intermediates>, Reference of 20582-55-2, the main research area is aryl azole preparation chemoselective regioselective; arylsulfonium triflate azole cross coupling palladium copper catalyst; arene azole cross coupling palladium copper catalyst.

A highly efficient method for the selective formal C-H/C-H cross-coupling of 1,3-benzoxazole and (hetero)arenes was established through arylsulfonium intermediates under transition-metal catalysis, which produced a variety of 2-(hetero)aryl azoles RR1 [R = 4-MeC6H4, 4-MeOC6H4, 6-methoxy-3-pyridyl, etc.; R1 = 1,3-benzoxazol-2-yl] in good to excellent yields. Advantages of the reaction included mildness, a good functional group tolerance, a wide range of substrates, a high regio- and chemoselectivity, one-pot procedures and the late-stage functionalization of complex mols. without the use of oxidants, offering a promising strategy for the transition-metal-catalyzed C-H arylation of azoles.

Organic Letters published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Reference of 20582-55-2.

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

Dong, Jiaxing; Huang, Yumin; Qin, Xurong; Cheng, Yangyang; Hao, Jing; Wan, Danyang; Li, Wei; Liu, Xingyan; You, Jingsong published the artcile< Palladium(II)-Catalyzed Oxidative C-H/C-H Cross-Coupling between Two Structurally Similar Azoles>, Application In Synthesis of 20582-55-2, the main research area is azole palladium copper cocatalyst oxidative cross coupling; double carbon hydrogen activation azole cross coupling.

A widely functional-group tolerant, selective and rapid oxidative cross-coupling between two structurally similar azoles has been carried out by using a palladium/copper co-catalytic twofold C-H activation method.

Chemistry – A European Journal published new progress about Azoles Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Application In Synthesis of 20582-55-2.

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

Cauquis, G.; Fahmy, H. M.; Pierre, G.; Elnagdi, M. H. published the artcile< Electrochemical oxidation of substituted thiazoles: 2-amino-4-ethoxycarbonyl-5-methylthiazole and N-ethoxycarbonyl-N'-(4-ethoxycarbonyl-5-methylthiazol-2-yl)thiourea>, Formula: C7H10N2O2S, the main research area is hydrogen bond thiazole electrochem; thiazole derivative oxidation electrochem; aminoethoxycarbonylmethylthiazole oxidation electrochem; thiourea thiazole oxidation electrochem.

The oxidation of I (R = H or CSNHCO2Et) on a rotating Pt disk electrode was examined in MeCN. The main products were azo and hydrazo dimeric compounds The stability of the hydrazo dimers and their azine tautomers is due to H-bonding. The thiazole ring was unattacked by the reactions. A mechanism for the oxidation is discussed.

Electrochimica Acta published new progress about 72054-60-5. 72054-60-5 belongs to class thiazole, and the molecular formula is C7H10N2O2S, Formula: C7H10N2O2S.

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

Jin, Ming Yu; Zhou, Yali; Xiao, Dengmengfei; You, Yipeng; Zhen, Qianqian; Tao, Guanyu; Yu, Peiyuan; Xing, Xiangyou published the artcile< Simultaneous Kinetic Resolution and Asymmetric Induction within a Borrowing Hydrogen Cascade Mediated by a Single Catalyst>, COA of Formula: C10H7NOS, the main research area is unsaturated ketone preparation; alkoxy ketone preparation; ketone amino preparation; alc alkoxy preparation enantioselective; amino alc preparation enantioselective; racemic allylic alc borrowing hydrogen cascade ruthenium catalyst; asymmetric induction; borrowing hydrogen cascade; density functional theory; kinetic resolution; π-π interactions.

In a borrowing hydrogen cascade starting from racemic allylic alcs., one of the enantiomers could be kinetically resolved, while the other enantiomer could be purposely converted to various targeted products, including α,β-unsaturated ketones RC(O)C=CCH2R1 [R = Ph, 4-FC6H4, 2-naphthyl, etc.; R1 = (CH2)6, (CH2)7, OTBS], β-functionalized ketones R2C(O)CH2CH2R3 [R2 = 4-MeSC6H4, 4-t-BuC6H4, 4-MeOC6H4, etc.; R3 = OMe, OEt, morpholino, etc.] and γ-functionalized alcs. R4CH(OH)CH2CH2R5 [R4 = 4-ClC6H4, 4-FC6H4, 2-naphthyl, etc.; R5 = OMe, OBn, morpholino, etc.] was reported. By employing a robust Ru-catalyst, both kinetic resolution and asym. induction were achieved with remarkable levels of efficiency and enantioselectivity. D. functional theory (DFT) calculations suggested that corresponding catalyst-substrate π-π interactions were pivotal to realize the observed stereochem. diversity.

Angewandte Chemie, International Edition published new progress about Alcohols, alkoxy Role: SPN (Synthetic Preparation), PREP (Preparation). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, COA of Formula: C10H7NOS.

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

Barton, Anne; Breukelman, Stephen P.; Kaye, Perry T.; Meakins, G. Denis; Morgan, David J. published the artcile< The preparation of thiazole-4- and -5-carboxylates, and an infrared study of their rotational isomers>, Recommanded Product: Ethyl 4-methylthiazole-5-carboxylate, the main research area is cyclocondensation thiourea bromomethyloxopentanoate; isobutyraldehyde chloroacetate cyclocondensation thiourea; aminoispropylthiazolecarboxylate methyl; butylthiazolecarboxylate ethyl; thiazolecarboxylate preparation rotational isomerism IR.

A general procedure is reported for the preparation of thiazole-4- and -5-carboxylates containing alkyl and halo substituents. Treatment of Me2CHCHO and Cl2CHCO2Me with NaOMe in Et2O at 0°, followed by addition of (H2N)2CS and 4 h reflux in MeOH gave the aminothiazole I. The thiazole II was prepared by treatment of EtO2CCHBrCOCMe3 with (H2N)2CS in refluxing EtOH for 1 h, followed by deamination with NaNO2-H3PO2. Both series of esters show IR carbonyl doublets caused by rotational isomerism; the more intense absorptions of the 4-carboxylates are at lower wave number, whereas those of the 5-carboxylates are the higher wave number component. In both series, the stronger bands arise from the thermochem. more stable forms. For the 4-carboxylates, these forms are the carbonyl O,S-syn-s-trans-rotamers.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Recommanded Product: Ethyl 4-methylthiazole-5-carboxylate.

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

Doughty, Michael B.; Risinger, G. E. published the artcile< The chemistry of thiamin: studies on the dimerization of thiazolium salts>, Quality Control of 20582-55-2, the main research area is dimerization thiazolium salt; thiamin dimer.

Dimerization chem. of thiazolium salts is reported. Thiazolium salts with electron-withdrawing substituents, such as 3,4-dimethyl-5-ethoxycarbonylthiazolium iodide, yield acid- and oxygen-sensitive ethylenic dimers under conditions originally used to detect the dimerization of 3-methylbenzothiazolium iodide. The 5-ethoxycarbonyl-4-methyl-3-phenylmethylthiazolium and 5-(2-O-triphenylmethylhydroxyethyl)-4-methyl-3-phenylmethylthiazolium bromides yield stale rearranged dimers, rather than the labile ethylenic dimers, under identical conditions. 4-Methyl-5-(2-hydroxyethyl)-3-phenylmethylthiazolium bromide and thiamin hydrochloride yield rearranged dimers which were isolated as their N,O-ketal derivatives when these salts were heated in aprotic solution in the presence of DBN and K2CO3, resp. Rearranged dimers of these thiazolium salts are produced via a mechanism involving 1,3-sigmatropic rearrangement of intermediate ethylenic dimers. This dimerization chem. demonstrates the nucleophilic carbene nature of C-2 deprotonated thiazolium salts in aprotic basic solution

Bioorganic Chemistry published new progress about Dimerization. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, Quality Control of 20582-55-2.

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

Pardon, Els; Betti, Cecilia; Laeremans, Toon; Chevillard, Florent; Guillemyn, Karel; Kolb, Peter; Ballet, Steven; Steyaert, Jan published the artcile< Nanobody-Enabled Reverse Pharmacology on G-Protein-Coupled Receptors>, Safety of 4-(Thiazol-2-yl)benzaldehyde, the main research area is nanobody beta2 adrenoreceptor fusion G protein coupled receptor agonist; GPCRs; drug discovery; fragment screening; inhibitors; nanobodies.

The conformational complexity of transmembrane signaling of G-protein-coupled receptors (GPCRs) is a central hurdle for the design of screens for receptor agonists. In their basal states, GPCRs have lower affinities for agonists compared to their G-protein-bound active state conformations. Moreover, different agonists can stabilize distinct active receptor conformations and do not uniformly activate all cellular signaling pathways linked to a given receptor (agonist bias). Comparative fragment screens were performed on a β2-adrenoreceptor-nanobody fusion locked in its active-state conformation by a G-protein-mimicking nanobody, and the same receptor in its basal-state conformation. This simple biophys. assay allowed the identification and ranking of multiple novel agonists and permitted classification of the efficacy of each hit in agonist, antagonist, or inverse agonist categories, thereby opening doors to nanobody-enabled reverse pharmacol.

Angewandte Chemie, International Edition published new progress about Chimeric fusion proteins Role: BPN (Biosynthetic Preparation), BUU (Biological Use, Unclassified), PRP (Properties), BIOL (Biological Study), PREP (Preparation), USES (Uses) (β2-adrenoceptors-nanobody). 198904-53-9 belongs to class thiazole, and the molecular formula is C10H7NOS, Safety of 4-(Thiazol-2-yl)benzaldehyde.

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