December 2022 | Page 4 of 28 | Heterocyclic Building Blocks-Benzoxazole

Dong, Wanrong’s team published research in Angewandte Chemie, International Edition in 2013 | CAS: 145026-07-9

Rhodium-Catalyzed Oxidative Annulation of Sulfoximines and Alkynes as an Approach to 1,2-Benzothiazines. 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.

1,2-Benzothiazines were prepared by rhodium-catalyzed oxidative annulation of sulfoximines and alkynes. E.g., in presence of [Cp*Rh(MeCN)3][BF4]2 and Fe(OAc)2 under an O2 atm., annulation of sulfoximine derivative (I) and PhCú·CPh gave 89% 1,2-benzothiazine (II).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Chen, Wei’s team published research in Food Control in 2022-10-31 | CAS: 483-76-1

Understanding the aroma diversity of Dancong tea (Camellia sinensis) from the floral and honey odors: Relationship between volatile compounds and sensory characteristics by 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.

Dancong is a Chinese oolong tea famous for its aroma diversity. However, this diversity in characteristic is challenging to be clarified in either sensory or chem. aspects. In this study, the aromas from Dancong teas were characterized based on the typical odors of “”floral”” and “”honey””. The volatile compounds underlying the odors were investigated through chemometrics. Seventy Dancong teas of various categories were collected to approx. the diversity in aroma. According to the sensory evaluation, the floral or honey odor was detected in every sample. For volatile characterization, 57 compounds were identified by gas chromatog.-mass spectrometry (GC-MS) coupled with headspace-solid phase microextraction (HS-SPME) across samples. The difference in floral and honey odors was related to volatile variation among the teas, as both the odor-based classification and the volatile-based unsupervised learning analyses yielded consistent sample clustering patterns. Nine volatiles were identified as putative markers for the odor difference, where indole, (E)-nerolidol, 2-phenylacetonitrile, and ¦Ã-caprolactone accounted for the floral odor predominance, while hexyl 2-methylbutanoate, (Z)-3-hexenyl pentanoate, (Z)-linalool oxide (pyranoid), (E)-linalool oxide (furanoid), and (Z)-linalool oxide (furanoid) contributed to the honey odor perception. These results point to a volatile-endorsed categorization framework based on the floral and honey odors that can assist in Dancong aroma quality control.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Bisht, Manisha’s team published research in Chemistry of Natural Compounds in 2022-09-30 | CAS: 483-76-1

Composition of Essential Oil from the Aerial Part of Aster peduncularis. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

This article illustrates identification of composition of essential oil from Aster peduncularis. The aerial parts of A. peduncularis were collected from Berinag in the district of Pithoragarh, Uttarakhand, India, in August 2019, at the flowering stage. Essential oil was obtained from ground aerial parts of the plant by hydrodistillation for 5 h using a Clevenger-type apparatus and analyzed by GC and GC-MS. GC and GC-MS anal. of the essential oil showed the presence of 28 components representing 92.6% of the total oil composition The oil was found to be rich in monoterpene hydrocarbons (59.5%), oxygenated sesquiterpenes (17%) and sesquiterpene hydrocarbons (13.5%).

Composition of Essential Oil from the Aerial Part of Aster peduncularis. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Sharma, Nidhi’s team published research in RSC Advances in 2016 | CAS: 145026-07-9

Palladium nanoparticles catalyzed aroylation of NH-sulfoximines with aryl iodides. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

A novel approach towards aroylation of NH-sulfoximines using Pd nanoparticles stabilized by a binaphthyl backbone (Pd-BNP) was developed. This synthetic protocol involved the Pd-BNP promoted carbon monoxide insertion of aryl iodides to form an aroyl intermediate which further reacted with NH-sulfoximines to form N-aroyl sulfoximine derivatives in good to excellent yields. The Pd-BNP catalyst was recovered and reused up to six times.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Xie, Haisheng’s team published research in Advanced Synthesis & Catalysis in 2018 | CAS: 145026-07-9

Ru (II)-Catalyzed Coupling-Cyclization of Sulfoximines with alpha-Carbonyl Sulfoxonium Ylides as an Approach to 1,2-Benzothiazines. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

A Ru(II)-catalyzed approach for the rapid assembly of 1,2-benzothiazines has been developed to enable the coupling-cyclization of aryl Csp2-H bonds with ¦Á-carbonyl sulfoxonium ylides via Csp2-H activation process. The present method could be further applied to the construction of the 4-substituted 1,2-benzothiazine skeletons.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Wang, Chenyang’s team published research in Organic Chemistry Frontiers in 2021 | CAS: 4381-25-3

Visible light-promoted NH-halogenation of sulfoximines with dichloromethane or dibromomethane. 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.

In visible light, dichloro- and dibromomethane are the halogen sources for converting NH-sulfoximines to their corresponding N-halo derivatives via an in-situ formed sulfoximidoyl-containing hypervalent iodine reagent. The reactions proceeded in air and were catalyst- and additive-free. The products were obtained in good to excellent yields.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Mattar, Valeria Tapia’s team published research in Pesticide Biochemistry and Physiology in 2022-07-31 | CAS: 483-76-1

Insecticidal activity of the essential oil of Schinus areira against Rhipibruchus picturatus (F.) (Coleoptera: Bruchinae), and its inhibitory effects on acetylcholinesterase. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

During the storage of Prosopis alba pods, substantial quant. and qual. losses were observed One of the main factors is the seed beetle Rhipibruchus picturatus. A key strategy to develop new pest control management is the use of essential oils (EOs) due they are efficient, less toxic, and less persistent in the environment compared to synthetic pesticides. In this context, seeds and leaves of Schinus areira L. (Anacardiaceae) EOs and Citrus spp. EO were studied in the present work. In the leaves of S. areira EO, 1-epi-cadinol, sesquiterpenoid alc., was the major compound On the other hand, the main compounds of the EO extracted from S. areira seeds are the monoterpenes sabinene, and ¦Á-pinene. Finally, in the Citrus EO, limonene is the principal component. The three EOs obtained exhibited insecticidal activity against R. picturatus, being the first report of the use of EOs against this insect pest. The best insecticidal results were obtained with the leaves of S. areira EO. Moreover, this EO inhibits the acetylcholinesterase enzyme in vitro assays. Mol. docking studies on acetylcholinesterase (AChE) suggest that the main components of the leaves of S, areira EOs, bind to the active site of the enzyme, in good agreement with in vitro competitive inhibition against AChE observed for this EO. The data obtained demonstrate the potential use of Schinus areira EOs in the development of new storage pest control strategies.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Asilbekova, D. T.’s team published research in Chemistry of Natural Compounds in 2022-09-30 | CAS: 483-76-1

Constituent Composition of Essential Oil and Fatty Acids from Fruit of Ferula tschimganica. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

The goal of the present work was to establish the compositions of essential oil (EO) and fatty acids of neutral (NL) and polar lipids (PL) from fruit of F. tschimganica. Fruit was collected by Candidate A. M. Nigmatullaev from a plant growing in the vicinity of Chimgan, Tashkent Region, during fruiting (Herbarium code Number 1511, 2015, ICPS, AS, RUz). Table 1 indicates that EO from fruit of the studied plant contained monoterpene (18 constituents) and sesquiterpene hydrocarbons (14), oxygenated monoterpenes (20) and sesquiterpenes (5), and the non-terpene O -containing compound tetradecan-1-ol. Table 2 presents the fatty-acid compositions of NL and PL that were established based on a combination of GC-FID and GC-MS data.

Constituent Composition of Essential Oil and Fatty Acids from Fruit of Ferula tschimganica. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Almadiy, Abdulrhman A.’s team published research in Environmental Science and Pollution Research in 2022-09-30 | CAS: 483-76-1

Bioactivity of Deverra tortuosa essential oil, its nanoemulsion, and phenylpropanoids against the cowpea weevil, a stored grain pest with eco-toxicological evaluations. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

The essential oil (EO) was hydrodistd. from of Deverra tortuosa aerial parts. Fifty-six components amounting 99.3% were identified in EO through using gas chromatog.-fame ionization detection (GC-FID) and (GC-MS). Phenylpropanoids, dillapiole (41.6%), elemicin (7.3%) and myristicin (5.1%), and the monoterpene, sabinene (4.2%) were identified as the major terpenes. An oil-in-water nanoemulsion (particle size 70.3 nm) was developed from EO adopting a low-energy method. The EO products showed insecticidal and biochem. effects against the cowpea weevil Callosobruchus maculatus. Based on a 48-h exposure period, the oil nanoemulsion exhibited a superior contact bioactivity (LC50=10.3¦Ìg/cm2), followed by EO (LC50=23.1¦Ìg/cm2), dillapiole (LC50=27.8¦Ìg/cm2), and myristicin (LC50=37.1¦Ìg/cm2). Upon fumigation, nanoemulsion and EO were superior as fumigants (LC50 after 48 h were 6.9 and 14.3¦Ìl/l, resp.). Test materials showed a residual bioactivity against C. maculatus, where EO, dillapiole, and myristicin showed the strongest grain protecting activity. EO products significantly inhibited acetylcholinesterase (AChE) activity of C. maculatus adults. Test products were safe toward the non-target earthworms and did not alter the viability of cowpea seeds. There are evidences for the potential of using EO of D. tortuosa and its nanoemulsion and phenylpropanoids as natural grain protectants against C. maculatus.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Huang, Gao’s team published research in Organic & Biomolecular Chemistry in 2021 | CAS: 1621962-30-8

Rhodium-catalyzed C-H activation/cyclization of aryl sulfoximines with iodonium ylides towards polycyclic 1,2-benzothiazines. 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.

The synthesis of 1,2-benzothiazine derivatives through rhodium-catalyzed C-H activation/cyclization of S-aryl sulfoximines with iodonium ylides was developed for the first time. In this report, C-H and N-H bond functionalization was realized towards a series of tricyclic and tetracyclic sulfoximine derivatives with moderate to excellent yields under simple reaction conditions.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem