Heterocyclic Building Blocks-Benzoxazole

Shi, Peng’s team published research in Organic Letters in 2020-11-20 | CAS: 4381-25-3

Synthesis of Benzothiadiazine-1-oxides by Rhodium-Catalyzed C-H Amidation/Cyclization. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

(S-Methylsulfonimidoyl)benzene (BD302898) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 83730-53-4 and 1621962-30-8.

A rhodium-catalyzed C-H amidation/cyclization sequence provides benzothiadiazine-1-oxides from sulfoximines and 1,4,2-dioxazol-5-ones in good yields. The reaction is characterized by a high functional group tolerance and, in contrast to most previous transformations of this type, is well-suited for S-alkyl-S-aryl-substituted sulfoximines.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Gupta, Surabhi’s team published research in Synthesis in 2019-05-31 | CAS: 145026-07-9

Copper-Catalyzed N-Arylation of Sulfoximines with Arylboronic Acids under Mild Conditions. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

1-Bromo-4-(S-methylsulfonimidoyl)benzene (BD336512) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 4381-25-3 and 83730-53-4.

N-Arylation of sulfoximines with different arylboronic acids, including sterically hindered boronic acids, is achieved using copper(I) iodide and 4-DMAP at room temperature Moreover, N-arylation of biol. relevant L-methionine sulfoximine is demonstrated for the first time. All these reactions provided the desired products in excellent yields within a short span of time. The optimized reaction conditions are well suited to the task of N-vinylation of sulfoximine with trans-2-phenylvinylboronic acid.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Xue, Jinjin’s team published research in Journal of the Science of Food and Agriculture in 2022-09-30 | CAS: 483-76-1

Identification of aroma-active compounds responsible for the floral and sweet odors of Congou black teas using gas chromatography-mass spectrometry/olfactometry, odor activity value, and chemometrics. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

1. Trivial name: delta-Cadinene.
2. It’s mainly derived from flue-cured tobacco, burley tobacco and flavoured tobacco, it has a strong aroma and a good fixing effect, suitable for perfume, cosmetics, can also be used in wine, cigarettes, and toothpaste.
. Recommended Products is: 29350-73-0 and 51905-84-1.

Floral and sweet odors are two typical characteristic aromas of Congou black tea, but their aroma-active compounds are still unclear. Characterizing the key aroma-active compounds can provide a theor. foundation for the practical aroma quality evaluation of Congou black tea and directional processing technol. of high-quality black tea with floral or sweet odors. Gas chromatog.-olfactometry (GC-O) combined with odor activity value (OAV) is often used to screen key aroma-active substances, but the interaction between aroma components and their impact on the overall sensory quality is ignored. Therefore, in this study, OAV combined with variable importance in projection (VIP) and Spearman correlation anal. (SCA) were used to characterize the aroma-active components of Congou black teas with floral and sweet odors. Eighty-five volatiles were identified in these samples using gas chromatog.-mass spectrometry (GC-MS). Twenty-three compounds were identified as potential markers for the floral and sweet odors of Congou black teas from orthogonal partial least squares discriminant anal. (OPLS-DA). Eighteen compounds were selected as candidate aroma compounds based on GC-O anal. and OAV calculations In addition, 26 compounds were screened as crucial aroma compounds based on SCA. Finally, 19 compounds were evaluated as key aroma compounds by the comprehensive evaluation of VIP, OAV, and SCA. Terpenoids are the main active compounds that contribute to the floral odor of Congou black tea, whereas aldehydes are the key compounds for the sweet odor. The proposed method can effectively screen the aroma-active compounds and can be used for comprehensive quality control of products. 2022 Society of Chem. Industry.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Kong, Xianqiang’s team published research in Journal of Organic Chemistry in 2021-10-01 | CAS: 1621962-30-8

Electrochemical Oxidative C(sp3)-H/N-H Coupling of Diarylmethanes with Sulfoximines or Benzophenone Imine. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

4-(S-Methylsulfonimidoyl)benzonitrile (BD00975057) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 4381-25-3 and 83730-53-4.

An efficient electrochem. method for the synthesis of N-alkylated sulfoximines I [R = Ph, 2-BrC6H4, 4-MeOC6H4, etc.; R1 = Me, Et, n-Bu, Ph, 4-MeC6H4; Ar1 = Ph, 4-FC6H4, 4-ClC6H4; Ar2 = Ph, 4-FC6H4] by electrochem. oxidative C(sp3)-H/N-H coupling of sulfoximines and diarylmethanes was developed. In addition, used the same conditions for electrochem. dehydrogenative amination of diarylmethanes with benzophenone imine as an aminating agent to obtain II [Ar3 = Ph, 4-MeC6H4, 4-FC6H4; Ar4 = Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4]. The reactions showed good functional group tolerance and afforded the corresponding products in moderate to good yields without the use of a stoichiometric oxidant, a metal catalyst, or an activating agent.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Wang, Chenyang’s team published research in Angewandte Chemie, International Edition in 2020-08-03 | CAS: 1621962-30-8

Photocatalytic Fluoro Sulfoximidations of Styrenes. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Reactions of difluoroiodotoluene with NH-sulfoximines provide new hypervalent iodine(III) reagents, which photocatalytically transfer a fluoro and a sulfoximidoyl group onto styrenes with high regioselectivity [e.g., stepwise I + II followed by treatment with styrene and photocatalyst under blue LED ¡ú III (83%, diastereomer mix)]. The substrate scope is broad with respect to both sulfoximines and olefins. Following an operationally simple protocol, a large library of fluorine-containing N-functionalized sulfoximines can be accessed. Results from mechanistic investigations revealed the importance of radical intermediates.

Photocatalytic Fluoro Sulfoximidations of Styrenes. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Tu, Yongliang’s team published research in Organic Letters in 2022-01-28 | CAS: 145026-07-9

Visible-Light-Mediated ¦Á-Ketoacylations of NH-Sulfoximines with gem-Difluoroalkenes. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

A photochem. approach for the preparation of ¦Á-keto-N-acyl sulfoximines ArC(O)C(O)N=S(R)(R1)=O (Ar = 2-naphthyl, 3-chlorophenyl, 4-bromophenyl, etc.; R = Me, Et, t-Bu, Bn; R1 = Me, Ph, 2-chlorophenyl, etc.) from NH sulfoximines NH=S(R)(R1)=O and gem-difluoroalkenes ArCH=CF2 has been developed. In the presence of NBS, the reactions proceed in air without the need of a photocatalyst or addnl. oxidant. Results of mechanistic studies suggest that the two oxygens in the products stem from water and dioxygen.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Izabely Nunes Moreira, Flavia’s team published research in Food Chemistry in 2023-03-15 | CAS: 483-76-1

Quality of Brazilian stingless bee honeys: Cephalotrigona capitata/mombucao and Melipona scutellaris Latrelle/urucu. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Honeys produced by stingless bees Cephalotrigona capitata and Scutellaris Latrelle in the Caatinga and Atlantic Forest biomes were characterized in terms of chem. composition, antioxidant activity and phenolic, volatile and sensory profile. ¡äMombucao¡ä honey showed higher water activity, acidity, % sucrose and % organic acids, while ¡äurucu¡ä honey showed the highest % fructose and glucose. Nineteen phenolic compounds and flavonoids were quantified, with emphasis on epicatechin gallate, myricetin, quercetin and procyanidin A2. ¡äMombucao¡ä honey stood out with the highest to antioxidant activity. A total of 133 volatile compounds were identified in honeys, with emphasis on terpenes (41) and esters (26). ¡äMombucao¡ä honey presented a differentiated sensory profile and was characterized by the prevalence of acid and citrus aroma and flavor, while ¡äurucu¡ä honey presented a more characteristic sweet and woody aroma and flavor. The variability in the composition of honeys probably resulted from bee species, floral species and geog. origins.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Liu, Min’s team published research in Journal of Materials Chemistry B: Materials for Biology and Medicine in 2021 | CAS: 83730-53-4

Glutathione-triggered nanoplatform for chemodynamic/metal-ion therapy. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

(2S)-2-Amino-4-(butylsulfonimidoyl)butanoic acid (BD136012) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 4381-25-3 and 1621962-30-8.

The integration of metal-ion therapy and hydroxyl radical ( OH)-mediated chemodynamic therapy (CDT) holds great potential for anticancer treatment with high specificity and efficiency. Herein, Ag nanoparticles (Ag NPs) were enveloped with Cu2+-based metal-organic frameworks (MOFs) and further decorated with hyaluronic acid (HA) to construct a glutathione (GSH)-activated nanoplatform (Ag@HKU-HA) for specific chemodynamic/metal-ion therapy. The obtained nanoplatform could avoid the premature leakage of Ag in circulation, but realize the release of Ag at the tumor site owing to the degradation of external MOFs triggered by Cu2+-reduced glutathione. The generated Cu+ could catalyze endogenous H2O2 to the highly toxic OH by a Fenton-like reaction. Meanwhile, Ag NPs were oxidized to toxic Ag ions in the tumor environment. As expect, the effect of CDT combined with metal-ion therapy exhibited an excellent inhibition of tumor cells growth. Therefore, this nanoplatform may provide a promising strategy for on-demand site-specific cancer combination treatment.

Glutathione-triggered nanoplatform for chemodynamic/metal-ion therapy. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Aher, Yogesh N.’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2018 | CAS: 1621962-30-8

Cp*Ir(III)-catalyzed C-H/N-H functionalization of sulfoximines for the synthesis of 1,2-benzothiazines at room temperature. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

The first Cp*Ir(III)-catalyzed C-H/N-H bond functionalization of sulfoximines with ¦Á-diazocarbonyl compounds has been developed for the synthesis of 1,2-benzothiazines under redox-neutral conditions. The reactions proceed at room temperature with excellent functional group tolerance and high yields without the requirement of any silver additive.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Albuquerque, Bheatriz Nunes de Lima’s team published research in Industrial Crops and Products in 2022-08-31 | CAS: 483-76-1

Oviposition deterrence, larvicidal activity and docking of ¦Â-germacrene-D-4-ol obtained from leaves of Piper corcovadensis (Piperaceae) against Aedes aegypti. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

The present study compared the chromatog. profile of oils from P. corcovadensis leaves obtained through hydrodistillation, maceration, supercritical fluid, headspace, steam distillation and ultrasound to determine the best method for the obtainment of ¦Â-germacrene-D-4-ol. The oviposition deterrent and larvicidal activities of this compound were carried out. The main compounds identified in the oils obtained using these methods were terpinolene, 1-butyl-3,4-methylenedioxybenzene, trans-caryophyllene and ¦Â-germacrene-D-4-ol, the proportions of which varied with the extraction method employed. Steam distillation (26.48 ¡À 0.37%), maceration (25.26 ¡À 0.39%) and supercritical fluid (24.38 ¡À 0.47%) were the best methods for extracting ¦Â-germacrene-D-4-ol. The oil obtained by maceration had the highest yield and was therefore chosen for the isolation of ¦Â-germacrene-D-4-ol. Larvicidal and oviposition assays of isolated compound and the oil obtained by maceration were performed with A. aegypti. Larvicidal activity (LC50) were 18.23 ¡À 1.19 ppm for ¦Â-germacrene-D-4-ol and 6.71 ¡À 0.16 ppm for the oil. The compound and oil also exhibited oviposition deterrence activity against the mosquito at concentrations of 5, 10 and 50 ppm. Moreover, it could be assumed that the sesquiterpene ¦Â-germacrene-D-4-ol achieves oviposition deterrence by interacting with odorant-binding protein 1 (OBP1) in Aedes aegypti, as the highest FitScore was found for this macromol. target. This suggests how mosquito identifies ¦Â-germacrene-D-4-ol at the oviposition site. The findings demonstrate that ¦Â-germacrene-D-4-ol and the P. corcovadensis leaf oil obtained by maceration have considerable potential as larvicides and oviposition deterrents for the control of the A. aegypti.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem