November 28, 2022 | Page 2 of 4 | Heterocyclic Building Blocks-Benzoxazole

Feng, Tao’s team published research in Synthetic Communications in 2021 | CAS: 50578-18-2

Photocatalytic N-benzylation of NH-sulfoximines. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

1-Iminotetrahydrothiophene 1-oxide (BD00963737) 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-Benzylation of NH-sulfoximines via visible light photocatalysis is realized. Under mild reaction conditions, photocatalyst promotes the direct cross-coupling of NH-sulfoximines with benzyl bromides to form N-benzyl sulfoximines. Superbases which are usually used in reported coupling of NH-sulfoximines with alkyl halides were not needed. This method is also suitable for the synthesis of N-allyl sulfoximines.

Photocatalytic N-benzylation of NH-sulfoximines. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Peng, Yao’s team published research in European Journal of Organic Chemistry in 2018 | CAS: 50578-18-2

A One-Pot Cascade Reaction by Combining NH-Sulfoximines with Thiophenols Under Mild Conditions. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

A general protocol for the N-thioetherification of NH-sulfoximines has been developed. Catalyzed by [Cu(DMAP)4I]I, N-sulfenyl sulfoximines, e.g I, were synthesized by a one-pot cascade reaction with com. available thiophenols as the sulfur source at room temperature The protocol has mild reaction conditions, is operationally simple and affords the corresponding products with good yields and excellent tolerance of functional groups.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Priebbenow, Daniel L.’s team published research in Organic Letters in 2014-03-21 | CAS: 145026-07-9

C-H Activation of Methyl Arenes in the MnO2-Mediated Aroylation of N-Chlorosulfoximines. 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.

An investigation into the reactivity profile of N-halogenated sulfoximines has led to the development of a new method for the synthesis of N-aroylated sulfoximines, e.g., I. This protocol involves the manganese oxide promoted C-H activation of Me arenes to form an aroyl intermediate which then reacts readily with N-chlorosulfoximines to form a series of valuable aroyl sulfoximine derivatives in high yields.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Liu, Dong’s team published research in Angewandte Chemie, International Edition in 2021-04-26 | CAS: 50578-18-2

Nickel-Catalyzed N-Arylation of NH-Sulfoximines with Aryl Halides via Paired Electrolysis. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

A novel strategy for the N-arylation of NH-sulfoximines has been developed by merging nickel catalysis and electrochem. (in an undivided cell), thereby providing a practical method for the construction of sulfoximine derivatives Paired electrolysis is employed in this protocol, so a sacrificial anode is not required. Owing to the mild reaction conditions, excellent functional group tolerance and yield are achieved. A preliminary mechanistic study indicates that the anodic oxidation of a NiII species is crucial to promote the reductive elimination of a C-N bond from the resulting NiIII species at room temperature

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Wen, Jian’s team published research in Organic Letters in 2017-04-07 | CAS: 145026-07-9

1,2-Benzothiazines from Sulfoximines and Allyl Methyl Carbonate by Rhodium-Catalyzed Cross-Coupling and Oxidative Cyclization. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

4-Unsubstituted 1,2-benzothiazines are prepared from sulfoximines and allyl Me carbonate by Rh(III)-catalyzed domino allylation/oxidative cyclization. A wide range of functional groups on the sulfoximine are tolerated. A plausible mechanism is proposed, and chem. modifications of the products have been explored.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Jeon, Woo Hyung’s team published research in Organic Letters in 2016-07-15 | CAS: 145026-07-9

Synthesis of 1,2-benzothiazines by a rhodium-catalyzed domino C-H activation/cyclization/elimination process from S-aryl sulfoximines and pyridotriazoles. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

A method for the synthesis of a large number of 1,2-benzothiazines I (3a-u; R1 = H, Me, Me2, Cl, Br, OMe; R2 = Me, Et, iPr, cyclopropyl, C6H13, Ph; R3 = H, Me, X = Cl, Br) bearing pyridyl as well as carbonyl groups is developed from rhodium-catalyzed carbene insertions into aromatic C-H bonds of S-aryl sulfoximines R1C6H4SO(R2)NH using [1,2,3]triazolo[1,5-a]pyridines (H3tzp) 3-(EtO2C)-7-X-R1tzp by denitrogenative cyclization followed by the elimination of alcs. and dinitrogen. The present method involves the N-H/C-H activation of simple alkyl aryl sulfoximines and has the advantages of a broad substrate scope, high functional group tolerance, and good regioselectivity.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Ma, Ding’s team published research in Advanced Synthesis & Catalysis in 2021-03-03 | CAS: 4381-25-3

Palladium-Catalyzed Carbonylation in the Synthesis of N-Ynonylsulfoximines. 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.

Palladium-catalyzed carbonylation reactions with Cr(CO)6 as carbonyl source are key for the preparation of N-ynonylsulfoximines RCCC(O)N=S(O)(R1)(R2) (R = Ph, cyclohexyl, 2-fluorophenyl, etc.; R1 = Ph, 3-methoxyphenyl, 2-bromophenyl, etc.; R2 = Me, Ph) and N-(8-oxo-8-thiatricyclo[7.4.0.0(2,7)]trideca-1(13),2,4,6,9,11-hexaen-8-ylidene)-3-phenylprop-2-ynamide from NH-sulfoximines HN=S(O)(R1)(R2), 8-thiatricyclo[7.4.0.0(2,7)]trideca-1(13),2,4,6,9,11-hexaen-8-one and bromoalkynes RCCBr. The couplings proceed at room temperature with a wide range of substrate combinations affording the corresponding products in good yields.

Palladium-Catalyzed Carbonylation in the Synthesis of N-Ynonylsulfoximines. 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

Costa, Wendeo Kennedy’s team published research in Chemistry & Biodiversity in 2022-09-30 | CAS: 483-76-1

Influence of Seasonal Variation on the Chemical Composition and Biological Activities of Essential Oil from Eugenia pohliana DC Leaves. 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.

The purpose of this study was to analyses the influence of seasonal variation on the chem. composition and antimicrobial, antioxidant and cytotoxicity activities of the essential oil (EO) extracted from the leaves of Eugenia pohliana. Chem. characterization of the samples – by gas chromatog.-mass spectrometry – found 35 and 38 components for summer and winter, resp., of the EO from E. pohliana leaves, totaling 47 different compounds Anal. of antioxidant capacity (DPPH, ABTS and TAC) revealed that the summer EO showed greater free radical scavenging capacity than the winter. Similarly, the summer EO exhibited superior antimicrobial potential (MIC=128-512 ¦Ìg/mL and MMC=128-1024 ¦Ìg/mL, compared to the winter EO (128-2048 ¦Ìg/mL and 256-2048 ¦Ìg/mL, resp.). Results showed that both oils had a low potential to cause hemolysis. This study provides new scientific evidence on the influence of seasonality on the pharmacol. properties of E. pohliana leaves and its potential for the development of herbal medicines.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Naim, Nadia’s team published research in Vibrational Spectroscopy in 2022-11-30 | CAS: 483-76-1

ATR-FTIR spectroscopy combined with DNA barcoding and GC-MS to assess the quality and purity of saffron (Crocus sativus L.). Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Fourier transform IR spectra of saffron (Crocus sativus L.) samples were acquired using attenuated total reflectance (ATR-FTIR). The main objective of the study was to determine the chem. composition of 11 samples of saffron collected from different areas in Morocco using the chemometric anal. of ATR-FTIR fingerprints and identifying the adulterated saffron among samples bought from local markets in different countries (Spain, Iran, and Morocco). The the authenticity and the purity of saffron samples was validated through a mol. anal. (DNA barcoding coupled to sequencing) and chromatog. anal. GC-MS. The results of ATR-FTIR showed vibration intensities of six distinct fingerprint regions displaying statistically significant differences. The spectrum of the sample from Timjicht (Taznakht) showed typical bands due to the vibration in 3000-2800 cm-1 (the richest in carbohydrates, lipids, and amino acids) and 1800-1725 cm-1 region (the richest in carbonyl and ester groups) and was classified a single subset in samples scatter plot. Then samples from Boulmane (S2), Ain Leuh (S3), Taliouine (S6), and Taznakht (S7-S8) were classified close to each other, which indicates the similarity in their vibration intensities mainly in the region of carbohydrates, lipids, amino acids, and esters. Similarities in terms of proteins and hydroxyl groups were revealed between the samples from El Mers (S11) and Taliouine (S1). Finally, the last sub-group contained samples from Ourika, Azilal and Ain Atia, which showed low composition in all components. Furthermore, to detect adulterated saffron from samples of unknown origin, a comparison of the ATR-FTIR spectra were carried out with spectra of pure saffron and results showed that the peaks at 1706, 1732, and 1225 cm-1 (linked to crocin which are present primarily in saffron) were absent in one sample (SI). Interestingly, the use of another plant species named Arrhenatherum elatius as materiel for saffron adulteration was confirmed by the mol. study (DNA barcoding) and chromatog. anal. GC-MS.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Reddy, R. Srikanth’s team published research in Journal of Liquid Chromatography & Related Technologies in 2015 | CAS: 5233-42-1

Method Development and Validation for the Determination of Potential Impurities Present in Olmesartan Medoxomil and Hydrochlorothiazide in Fixed Dose Combination Drug Product by Using Reverse Phase – Ultra-Performance Liquid Chromatography Coupled with Diode-Array Detector. Recommended basis is hydrochlorothiazide 20. Products is: https://www.ambeed.com/products/742-20-1.html, 432499-63-3

1. The impurity of diuretic hydrochlorothiazide 04, also be a medical intermediate.
2. It’s mainly used for the detection of drug impurities, the synthesis of hydrochlorothiazide and the screening of medical structural fragments.
3. Presents a weak alkaline,refrigeration.

. Recommended Products is: 5250-72-6 and 22503-72-6.

A simple, sensitive, and reproducible ultra-performance liquid chromatog. (UPLC) method for the determination of nine known potential impurities present in Olmesartan medoxomil and Hydrochlorothiazide tablets in fixed dose combination drug product was developed. Chromatog. separation was achieved between impurities at satisfactory level using Acquity UPLC HSS T3, 100 mm length ¡Á 2.1 mm id with 1.8 ¦Ìm particle size column. Gradient elution mode was kept using mobile phase A as 0.1% orthophosphoric acid buffer adjusted the pH 2.5 and acetonitrile as mobile phase B. Flow rate was kept at 0.5 mL min-1 with a monitoring wavelength of 225 nm. The method is fast and uses less consumption of solvents with shorter run time of 9 min. This can enable the separation of all known potential impurities of two active compounds in a rapid, precise, sensitive, cost, and time effective manner. The performance of the method was validated according to the present ICH guidelines for specificity, limit of detection, limit of quantification, linearity, accuracy, precision, solution stability, and robustness. The method is fast and is suitable for high-throughput anal. of the drug facilitating the processing of large-number batch samples.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem