Category: 1003-32-3

Jiang, Xingyu; Hartwig, John F. published the artcile< Iridium-Catalyzed Enantioselective Allylic Substitution of Aliphatic Esters with Silyl Ketene Acetals as the Ester Enolates>, Related Products of 1003-32-3, the main research area is homoallylic ester regioselective diastereoselective enantioselective preparation; ester aliphatic silyl ketene acetal regioselective enantioselective allylic substitution; alkylation; asymmetric catalysis; enantioselectivity; esters; iridium.

An iridium-catalyzed enantioselective allylic substitution of aliphatic esters (E)-R1CH:CHCH2OC(O)Ph (R1 = Ph, 4-MeC6H4, 2-thienyl, 3-pyridyl, etc.) with silyl ketene acetals R22C:C(OR3)SiMe3 [R2 = Me, Et; R22 = (CH2)3, (CH2)5, (CH2)2O(CH2)2, etc.; R3 = Me, i-Pr, t-Bu, Ph, etc.] to form products containing a quaternary carbon atom at the nucleophile moiety and a tertiary carbon atom at the electrophile moiety is reported. Under relatively neutral conditions, the allylated aliphatic esters H2C:CHCH(R1)CR22CO2R3 were obtained with excellent regio- and enantioselectivity. These products were readily converted into primary alcs., carboxylic acids, amides, isocyanates, and carbamates, as well as THF and γ-butyrolactone derivatives, without erosion of enantiomeric purity.

Angewandte Chemie, International Edition published new progress about Acetals, ketene, silyl Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Related Products of 1003-32-3.

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

Ma, Xiaohua; Ma, Fei; Zhao, Zhenhua; Song, Naiheng; Zhang, Jianping published the artcile< Synthesis and properties of NLO chromophores with fine-tuned gradient electronic structures>, Formula: C4H3NOS, the main research area is synthesis property NLO chromophores fine tuned gradient electronic structure.

A novel series of heterocycle-based NLO chromophores based on different combinations of auxiliary donor (i.e., benzene, thiophene and pyrrole) and auxiliary acceptor (i.e., thiazole with different regiochemistries) were designed and synthesized. Due to the different electron-rich and poor nature of the auxiliary donors and acceptors, resp., the resulting NLO chromophores have systematically varied ground-state electronic structures, as evidenced by the 1H NMR, CV and UV-vis investigations. The nonlinear optical properties of the resulting NLO chromophores were studied by UV-vis spectroscopy, Hyper-Rayleigh scattering (HRS), and semi-empirical computations. All the chromophores have very large mol. hyperpolarizabilities (β1000 nm) in the range of 704-1500 × 10-30 esu (or β0, 318-768 × 10-30 esu), which showed a great sensitivity to the gradient electronic structures. Upon increasing the electron d. from benzene to thiophene and to pyrrole, substantial increases in β0 were observed; significantly larger β0 values were also observed for NLO chromophores based on “”matched”” thiazole (C2 is connected to the acceptor) than those based on “”un-matched”” thiazole (C5 is connected to the acceptor). TGA investigations showed good thermal stability for the resulting NLO chromophores. However, with the increase of electron d. of the auxiliary donor, a decrease in thermal and photochem. stability was observed It is interesting to note that NLO chromophores based on triarylamine as the donor and thiazole as the auxiliary acceptor exhibited not only high thermal stability but also very large β0 values.

Journal of Materials Chemistry published new progress about Chromophores. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Formula: C4H3NOS.

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

Fray, M. Jonathan; Bish, Gerwyn; Fish, Paul V.; Stobie, Alan; Wakenhut, Florian; Whitlock, Gavin A. published the artcile< Structure-activity relationships of N-substituted piperazine amine reuptake inhibitors>, Safety of Thiazole-5-carboxyaldehyde, the main research area is structure piperazine derivative dual serotonin noradrenaline reuptake inhibitor.

We report the structure-activity relationships of further analogs in a series of piperazine derivatives as dual inhibitors of serotonin and noradrenaline reuptake, i.e., with addnl. substitution of the Ph rings, or their replacement by heterocycles. The enantiomers of compounds 1 and 2 were also profiled, and possessed drug-like physicochem. properties. In particular, compound (-)-2 lacked potent inhibitory activity against any of the important cytochromes P450 and high selectivity over a wide range of receptors, which is unusual for a compound that inhibits human amine transporters.

Bioorganic & Medicinal Chemistry Letters published new progress about 5-HT reuptake inhibitors. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Safety of Thiazole-5-carboxyaldehyde.

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

Dondoni, Alessandro; Fantin, Giancarlo; Fogagnolo, Marco; Medici, Alessandro; Pedrini, Paola published the artcile< A new convenient preparation of 2-, 4-, and 5-thiazolecarboxaldehydes and their conversion into the corresponding carbonitrile N-oxides: synthesis of 3-thiazolylisoxazoles and 3-thiazolylisoxazolines>, Name: Thiazole-5-carboxyaldehyde, the main research area is thiazolecarboxaldehyde; formylation lithiothiazole formylmorpholine; isoxazole thiazolyl; isoxazoline thiazolyl; cyclization nitrile oxide alkene alkyne.

The title aldehydes are prepared in high yields by quenching 2-lithio-thiazole, 4-lithio-, and 5-lithio-2-trimethylsilylthiazole with N-formylmorpholine followed by protodesilylation in the latter two cases. The aldehydes are transformed through their oximes and hydroxamoyl chlorides into nitrile oxides which react with alkene and acetylene dipolarophiles to give 3-thiazolylisoxazolines and 3-thiazolylisoxazoles.

Synthesis published new progress about Cycloaddition reaction. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Name: Thiazole-5-carboxyaldehyde.

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

Hsieh, Sheng-Ying; Bode, Jeffrey W. published the artcile< Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents>, Related Products of 1003-32-3, the main research area is Lewis acid iridium thiomorpholine thiazepane photoredox catalyst.

The authors report that the inclusion of Lewis acids in photocatalytic reactions of organosilanes allows access to a distinct reaction pathway featuring an Ir(III)*/Ir(IV) couple instead of the previously employed Ir(III)*/Ir(II) pathway, enabling the transformation of aromatic and aliphatic aldehydes to thiomorpholines and thiazepanes. The role of the Lewis acid in accepting an electron-either directly or via coordination to an imine-can be extended to other classes of photocatalysts and transformations, including oxidative cyclizations. The combination of light induced reactions and Lewis acids therefore promises access to new pathways and transformations that are not viable using the photocatalysts alone.

ACS Central Science published new progress about Aliphatic aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Related Products of 1003-32-3.

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

Bedford, Simon T.; Benwell, Karen R.; Brooks, Teresa; Chen, Ijen; Comer, Mike; Dugdale, Sarah; Haymes, Tim; Jordan, Allan M.; Kennett, Guy A.; Knight, Anthony R.; Klenke, Burkhard; LeStrat, Loic; Merrett, Angela; Misra, Anil; Lightowler, Sean; Padfield, Anthony; Poullennec, Karine; Reece, Mark; Simmonite, Heather; Wong, Melanie; Yule, Ian A. published the artcile< Discovery and optimization of potent and selective functional antagonists of the human adenosine A2B receptor>, Quality Control of 1003-32-3, the main research area is thienopyrimidine aroyl carbamoyl alkylamino preparation antagonist human adenosine receptor.

The discovery of a novel class of antagonists of the human adenosine A2B receptor, thieno[3,2-d]pyrimidines I (R1 = Ph, 4-MeOC6H4, 2-thienyl, 5-methyl-2-thienyl, 2-thiazolyl, 4-pyridyl, MeNH, 1-pyrrolidinyl, etc.; R2 = H, Et, PhCH2, 3-pyridylmethyl, 3-pyridylcarbonyl, etc.; R3 = H, Cl, H2N, MeNH, EtNH, Me2N) is reported. This low mol. weight scaffold has been optimized to offer derivatives with potential utility for the alleviation of conditions associated with this receptor subtype, such as nociception, diabetes, asthma and COPD. Furthermore, preliminary pharmacokinetic anal. has revealed compounds with profiles suitable for either inhaled or systemic routes of administration.

Bioorganic & Medicinal Chemistry Letters published new progress about Adenosine A2B receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Quality Control of 1003-32-3.

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

Mack, Daniel J.; Isoe, Jun; Miesfeld, Roger L.; Njardarson, Jon T. published the artcile< Distinct biological effects of golgicide a derivatives on larval and adult mosquitoes>, COA of Formula: C4H3NOS, the main research area is golgicide A derivative larvicidal insecticide mosquito larva.

A collection of Golgicide A (GCA) analogs has been synthesized and evaluated in larval and adult mosquito assays. Com. available GCA is a mixture of four compounds One enantiomer (GCA-2) of the major diastereomer in this mixture was shown to be responsible for the unique activity of GCA. Structure-activity studies (SAR) of the GCA architecture suggested that the pyridine ring was most easily manipulated without loss or gain in new activity. Eighteen GCA analogs were synthesized of which five displayed distinct behavior between larval and adult mosquitos, resulting in complete mortality of both Aedes aegypti and Anopheles stephensi larvae. Two analogs from the collection were shown to be distinct from the rest in displaying high selectivity and efficiency in killing An. stephensi larvae.

Bioorganic & Medicinal Chemistry Letters published new progress about Aedes aegypti. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, COA of Formula: C4H3NOS.

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

Ford, Kevin A.; Gulevich, Alexander G.; Swenson, Tami L.; Casida, John E. published the artcile< Neonicotinoid Insecticides: Oxidative Stress in Planta and Metallo-oxidase Inhibition>, Recommanded Product: Thiazole-5-carboxyaldehyde, the main research area is neonicotinoid insecticide oxidative stress plant metallooxidase inhibition.

Neonicotinoids not only control insect pests but also sometimes independently alter plant growth and response to stress. We find that imidacloprid, thiacloprid, acetamiprid, thiamethoxam, and clothianidin but not nitenpyram and dinotefuran induce foliar lesions and peroxidative damage in soybean (Glycine max) seedlings assayed with the 3,3′-diaminobenzidine stain. The chloropyridinyl-carboxylic acid (COOH) but not the -carboxaldehyde (CHO) metabolites induce peroxidative damage but in a different pattern. Surprisingly, the chlorothiazolyl -CHO and -COOH metabolites induce chlorosis but no clear superimposable peroxidative damage or cell death. Four metallo-oxidases known to modulate reactive oxygen species were not sensitive in vitro to the parent neonicotinoid itself but were to several CHO and COOH metabolites and related compounds, with a sensitivity order of CHO > COOH and tyrosinase > xanthine oxidase and aldehyde oxidase > catalase. Although metallo-oxidase inhibition does not correlate overall with lesion formation, it may play an as yet unknown role in plant response to neonicotinoids.

Journal of Agricultural and Food Chemistry published new progress about Chlorosis (plant). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Recommanded Product: Thiazole-5-carboxyaldehyde.

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

Seganish, W. Michael; Bercovici, Ana; Ho, Ginny D.; Loozen, Hubert J. J.; Timmers, Cornelis M.; Tulshian, Deen published the artcile< A synthesis of dihydroimidazo[5,1-a]isoquinolines using a sequential Ugi-Bischler-Napieralski reaction sequence>, Product Details of C4H3NOS, the main research area is isonitrile aldehyde carboxylate ammonia sequential Ugi Bischler Napieralski; hydroimidazoisoquinoline preparation.

A flexible route to analogs of dihydroimidazo[5,1-a]isoquinolines was described. The synthesis hinges on a sequential Ugi coupling, followed by a Bischler-Napieralski reaction to form the imidazole-isoquinoline core. This route facilitates the introduction of a range of substitutions throughout the C framework.

Tetrahedron Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Product Details of C4H3NOS.

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

Roe, Caroline; Hobbs, Heather; Stockman, Robert A. published the artcile< One-Pot Synthesis of Chiral Nonracemic Amines>, Computed Properties of 1003-32-3, the main research area is chiral nonracemic amine preparation green chem; sulfinamide preparation green chem; oxathiazolidine oxide.

One-pot five-component reactions of oxathiazolidine-S-oxides with mesitylmagnesium bromide, lithium bis(trimethylsilyl)amide, aldehydes and Grignard reagents afford chiral nonracemic amines or sulfinamides in good yields and high stereoselectivities.

Journal of Organic Chemistry published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Computed Properties of 1003-32-3.

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