benzoxazole | Page 61 of 670 | Heterocyclic Building Blocks-Benzoxazole

Marichev, Kostiantyn O.’s team published research in Angewandte Chemie, International Edition in 58 | CAS: 1239015-11-2

Angewandte Chemie, International Edition published new progress about 1239015-11-2. 1239015-11-2 belongs to benzoxazole, auxiliary class TOX Ligands, name is (3aS,3a’S,3a”S,8aR,8a’R,8a”R)-2,2′,2″-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole), and the molecular formula is C33H29N3O3, Related Products of benzoxazole.

Marichev, Kostiantyn O. published the artcileSynthesis of Chiral Tetrasubstituted Azetidines from Donor-Acceptor Azetines via Asymmetric Copper(I)-Catalyzed Imido-Ylide [3+1]-Cycloaddition with Metallo-Enolcarbenes, Related Products of benzoxazole, the publication is Angewandte Chemie, International Edition (2019), 58(45), 16188-16192, database is CAplus and MEDLINE.

The all-cis stereoisomers of tetrasubstituted azetidine-2-carboxylic acids and derivatives that possess three chiral centers have been prepared in high yield and stereocontrol from silyl-protected Z-γ-substituted enoldiazoacetates and imido-sulfur ylides by asym. [3+1]-cycloaddition using chiral sabox copper(I) catalysis [e.g., I + II → III (83%, 90% ee)] followed by Pd/C catalytic hydrogenation (III → IV). Hydrogenation of the chiral p-methoxybenzyl azetine-2-carboxylates occurs with both hydrogen addition to the C=C bond and hydrogenolysis of the ester.

Referemce:
https://en.wikipedia.org/wiki/Benzoxazole,
Benzoxazole | C7H5NO – PubChem

Zhou, You-Yun’s team published research in Journal of the American Chemical Society in 134 | CAS: 1239015-11-2

Journal of the American Chemical Society published new progress about 1239015-11-2. 1239015-11-2 belongs to benzoxazole, auxiliary class TOX Ligands, name is (3aS,3a’S,3a”S,8aR,8a’R,8a”R)-2,2′,2″-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole), and the molecular formula is C17H19N3O7S, Category: benzoxazole.

Zhou, You-Yun published the artcileSide-Arm-Promoted Highly Enantioselective Ring-Opening Reactions and Kinetic Resolution of Donor-Acceptor Cyclopropanes with Amines, Category: benzoxazole, the publication is Journal of the American Chemical Society (2012), 134(22), 9066-9069, database is CAplus and MEDLINE.

In the presence of a nonracemic tridentate trisoxazoline ligand I and nickel(II) perchlorate, bis(neopentyl) cyclopropanedicarboxylates II [R = Me₃CCH₂; R¹ = Ph, 4-ClC₆H₄, 4-BrC₆H₄, 3,4-Cl₂C₆H₃, 4-O₂NC₆H₄, 4-MeC₆H₄, 3-MeC₆H₄, 4-MeOC₆H₄, 2-MeOC₆H₄, 3,4-(MeO)₂C₆H₃, 2-thienyl, (E)-PhCH:CH, H₂C:CH, 2-furyl] underwent enantioselective ring-opening reactions with amines R²R³NH [R² = (E)-Me₃CO₂CCH:CHCH₂, PhCH₂, TBDMSOCH₂CH₂, EtO₂CCH₂, H₂C:CHCH₂, (MeO)₂CHCH₂; R³ = PhCH₂, 4-MeOC₆H₄CH₂, Ph; TBDMS = tert-butyldimethylsilyl] to give nonracemic γ-aminodiesters (R)-R¹CH(NR²R³)CH₂CH(CO₂R)₂ [R = Me₃CCH₂; R¹ = Ph, 4-ClC₆H₄, 4-BrC₆H₄, 3,4-Cl₂C₆H₃, 4-O₂NC₆H₄, 4-MeC₆H₄, 3-MeC₆H₄, 4-MeOC₆H₄, 2-MeOC₆H₄, 3,4-(MeO)₂C₆H₃, 2-thienyl, (E)-PhCH:CH, H₂C:CH, 2-furyl; R² = (E)-Me₃CO₂CCH:CHCH₂, PhCH₂, TBDMSOCH₂CH₂, EtO₂CCH₂, H₂C:CHCH₂, (MeO)₂CHCH₂; R³ = PhCH₂, 4-MeOC₆H₄CH₂, Ph] in 59-99% yields and in 80-98% ee. In the presence of I and nickel(II) perchlorate, reaction of II (R = Me₃CCH₂; R¹ = Ph, 4-ClC₆H₄, 4-BrC₆H₄, 4-MeC₆H₄, 3-MeC₆H₄) underwent kinetic resolution with BnNHR² [R² = (E)-Me₃CO₂CCH:CHCH₂, PhCH₂, (MeO)₂CHCH₂] to give nonracemic II in 39-46% yields and in 90-97% ee. The structure of the nickel(II) perchlorate complex with an unsym. analog of I was determined by X-ray crystallog.

Referemce:
https://en.wikipedia.org/wiki/Benzoxazole,
Benzoxazole | C7H5NO – PubChem

Ma, Xueji’s team published research in Organic & Biomolecular Chemistry in 20 | CAS: 1207294-92-5

Organic & Biomolecular Chemistry published new progress about 1207294-92-5. 1207294-92-5 belongs to benzoxazole, auxiliary class Achiral NHCs Ligands, name is 5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate, and the molecular formula is C21H26BF4NO, Recommanded Product: 5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate.

Ma, Xueji published the artcileNHC-alcohol adduct-mediated photocatalytic deoxygenation for the synthesis of 6-phenanthridine derivatives, Recommanded Product: 5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate, the publication is Organic & Biomolecular Chemistry (2022), 20(27), 5393-5396, database is CAplus and MEDLINE.

NHC-alc. adduct-mediated deoxygenation of alcs. ROH (R = t-Bu, cyclopentyl, N-bocpiperidin-4-yl, etc.) under photocatalytic conditions is described. This process provides various alkyl radicals, which can react with 2-isocyanobiaryls I (R¹ = H, Me, F; R² = H, Cl; R³ = H, MeO, CF₃; R⁴ = H, F, Me, MeO; R⁵ = H, MeO, CF₃; R⁶ = H, Me, F) to afford 6-substituted phenanthridine derivatives II in moderate to good yields. This method offered the first example of directly using alcs. as radical sources for 6-phenanthridine synthesis.

Referemce:
https://en.wikipedia.org/wiki/Benzoxazole,
Benzoxazole | C7H5NO – PubChem

Huang, Ke-Xin’s team published research in Organic Letters in 23 | CAS: 1239015-11-2

Organic Letters published new progress about 1239015-11-2. 1239015-11-2 belongs to benzoxazole, auxiliary class TOX Ligands, name is (3aS,3a’S,3a”S,8aR,8a’R,8a”R)-2,2′,2″-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole), and the molecular formula is C33H29N3O3, Category: benzoxazole.

Huang, Ke-Xin published the artcileAsymmetric Synthesis of 3-Amine-tetrahydrothiophenes with a Quaternary Stereocenter via Nickel(II)/Trisoxazoline-Catalyzed Sulfa-Michael/Aldol Cascade Reaction: Divergent Access to Chiral Thionucleosides, Category: benzoxazole, the publication is Organic Letters (2021), 23(1), 81-86, database is CAplus and MEDLINE.

A generally useful Ni(II)/trisoxazoline-catalyzed asym. sulfa-Michael/Aldol cascade reaction is introduced to access chiral 3-amine-tetrahydrothiophene derivatives containing a quaternary stereocenter (32 examples, up to 93% yield, > 20:1 dr and 92% ee). Moreover, the novel strategy offers an efficient and convenient approach to construct chiral thionucleoside analogs.

Referemce:
https://en.wikipedia.org/wiki/Benzoxazole,
Benzoxazole | C7H5NO – PubChem

Liao, Zhehui’s team published research in Journal of Organic Chemistry in 86 | CAS: 1239015-11-2

Journal of Organic Chemistry published new progress about 1239015-11-2. 1239015-11-2 belongs to benzoxazole, auxiliary class TOX Ligands, name is (3aS,3a’S,3a”S,8aR,8a’R,8a”R)-2,2′,2″-(Propane-1,2,2-triyl)tris(8,8a-dihydro-3aH-indeno[1,2-d]oxazole), and the molecular formula is C33H29N3O3, Category: benzoxazole.

Liao, Zhehui published the artcileCopper-Catalyzed Asymmetric Synthesis of Bicyclo[3.n.1]alkenones, Category: benzoxazole, the publication is Journal of Organic Chemistry (2021), 86(7), 5388-5400, database is CAplus and MEDLINE.

A series of highly strained bicyclo[3.n.1]alkenones such as I (R = Me, Et, i-Pr) have been successfully constructed in good to excellent enantioselectivities and moderate to good yields by copper-catalyzed formal [3+3] cycloaddition reaction of 2-oxocycloalkanecarboxylates and aryl vinyl ketones or arylethenyl vinyl ketones via nonracemic oxoalkyl-substituted oxocycloalkanecarboxylates such as II (R = Me, Et, i-Pr). The cycloadducts were selectively converted into various valuable bicyclic ring systems holding considerable potential for the construction of natural and bioactive compounds containing a [3.n.1] moiety.

Referemce:
https://en.wikipedia.org/wiki/Benzoxazole,
Benzoxazole | C7H5NO – PubChem

Bellemin-Laponnaz, Stephane’s team published research in Polyhedron in 29 | CAS: 1207294-92-5

Polyhedron published new progress about 1207294-92-5. 1207294-92-5 belongs to benzoxazole, auxiliary class Achiral NHCs Ligands, name is 5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate, and the molecular formula is C21H26BF4NO, Quality Control of 1207294-92-5.

Bellemin-Laponnaz, Stephane published the artcileSynthesis of N,O-heterocyclic carbene and coordination to rhodium(I) and copper(I), Quality Control of 1207294-92-5, the publication is Polyhedron (2010), 29(1), 30-33, database is CAplus.

5,7-Di-tert-butyl-3-Ph benzoxazolium tetrafluoroborate 1 could be prepared by simple reaction of the corresponding aminophenol with tri-Et orthoformate under acidic conditions. Both rhodium(I) and copper(I) complexes with benzoxazol-2-ylidene ligand were then efficiently synthesized in a straightforward and smooth manner involving the reaction of benzoxazolium salt 1 with metal precursor and an external base. The complexes were fully characterized and used in metal-catalyzed hydrosilylation of ketones, where they showed poor catalytic activity, presumably due to low stability of the complexes under those conditions.

Referemce:
https://en.wikipedia.org/wiki/Benzoxazole,
Benzoxazole | C7H5NO – PubChem

Hansen, Martin et al. published their research in Bioorganic & Medicinal Chemistry in 2015 |CAS: 1086378-35-9

The Article related to bromodimethoxy phenethyl amine preparation 5ht2a 5ht2c agonist, 5-ht(2a) agonists, n-benzyl phenethylamines, selectivity, serotonin, structure activity relations, Pharmacology: Structure-Activity and other aspects.Formula: C9H7NO3

On July 15, 2015, Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Brauner-Osborne, Hans; Kristensen, Jesper Langgaard published an article.Formula: C9H7NO3 The title of the article was Synthesis and pharmacological evaluation of N-benzyl substituted 4-bromo-2,5-dimethoxyphenethylamines as 5-HT2A/2C partial agonists. And the article contained the following:

N-Benzyl substitution of phenethylamine 5-HT2A receptor agonists has dramatic effects on binding affinity, receptor selectivity and agonist activity. In this paper we examine how affinity for the 5-HT2A/2C receptors are influenced by N-benzyl substitution of 4-bromo-2,5-dimethoxyphenethylamine derivatives Special attention is given to the 2′ and 3′-position of the N-benzyl as such compounds are known to be very potent. We found that substitutions in these positions are generally well tolerated. The 2′-position was further examined using a range of substituents to probe the hydrogen bonding requirements for optimal affinity and selectivity, and it was found that small changes in the ligands in this area had a profound effect on their affinities. Furthermore, two ligands that lack a 2′-benzyl substituent were also found to have high affinity contradicting previous held notions. Several high-affinity ligands were identified and assayed for functional activity at the 5-HT2A and 5-HT2C receptor, and they were generally found to be less efficacious agonists than previously reported N-benzyl phenethylamines. The experimental process involved the reaction of Methyl benzo[d]oxazole-7-carboxylate(cas: 1086378-35-9).Formula: C9H7NO3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Zhang, Yong et al. published their research in European Journal of Organic Chemistry in 2019 |CAS: 1268137-13-8

The Article related to phenyl hydroxybenzimidamide preparation iodine tandem oxidative cyclization ring contraction, phenylbenzoxazole preparation, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Safety of 7-Bromo-2-phenylbenzo[d]oxazole

Zhang, Yong; Ji, Min published an article in 2019, the title of the article was Iodine Promoted One-Pot Synthesis of 2-Aryl Benzoxazoles from Amidoximes via Oxidative Cyclization and Ring Contraction.Safety of 7-Bromo-2-phenylbenzo[d]oxazole And the article contains the following content:

A mol. I2-promoted one-pot synthesis of 2-aryl benzoxazoles was developed by using amidoximes rather than the limited 2-aminophenols or 2-haloamides as substrates. The amidoxime substrates provided unique and efficient strategies for converting readily available aniline and benzaldehyde precursors into valuable chems. This transformation proceeded smoothly under transition-metal-free conditions through a sequential oxidative cyclization and ring contraction and provided a potential route for introducing certain groups at any site of the scaffold. The experimental process involved the reaction of 7-Bromo-2-phenylbenzo[d]oxazole(cas: 1268137-13-8).Safety of 7-Bromo-2-phenylbenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Kim, Hyung Sun et al. published their patent in 2017 |CAS: 1268137-13-8

The Article related to oxazolocarbazole derivative preparation organic optoelectronic device display device, organic electroluminescent device, Heterocyclic Compounds (More Than One Hetero Atom): Oxazoles, Isoxazoles and other aspects.Recommanded Product: 7-Bromo-2-phenylbenzo[d]oxazole

On August 31, 2017, Kim, Hyung Sun; Kim, Youngkwon; Yu, Eun Sun; Lee, Sangshin; Jung, Sung-Hyun; Cho, Pyeongseok; Hong, Jinseok published a patent.Recommanded Product: 7-Bromo-2-phenylbenzo[d]oxazole The title of the patent was Preparation of oxazolocarbazole derivatives and compositions comprising them for organic optoelectronic devices and display devices. And the patent contained the following:

The present invention provides oxazolocarbazole derivatives (combinations of I and II) [R1-R6 = independently H, D, (un)substituted alkyl, cycloalkyl, aryl, heteroaryl, etc.; ET = an (un)substituted heteroaryl group containing at least one N except a carbazole group; L = single bond, (un)substituted arylene, heteroarylene, etc.; Ar1 = (un)substituted aryl, heteroaryl, etc.; two adjacent stars (*) of I bind with two stars (*) of II], compositions for organic optoelectronic devices including the compounds, organic optoelectronic devices to which the compounds or the compositions are applied, and display devices including the organic optoelectronic devices. For example, compound III (preparation given) was subjected to coupling with compound IV (preparation given) followed by cyclization using triphenylphosphine and coupling with 2-chloro-4,6-diphenyl-1,3,5-triazine to provide compound V. The invention compounds are useful for organic optoelectronic devices such as organic electroluminescent devices having high efficiency and long lifetime. The experimental process involved the reaction of 7-Bromo-2-phenylbenzo[d]oxazole(cas: 1268137-13-8).Recommanded Product: 7-Bromo-2-phenylbenzo[d]oxazole

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Kim, Hyeong Seon et al. published their patent in 2017 |CAS: 1268137-13-8

On September 4, 2017, Kim, Hyeong Seon; Kim, Yeong Gwon; Yoo, Eun Seon; Lee, Sang Sin; Jung, Seong Hyeon; Cho, Pyeong Seok; Hong, Jin Seok published a patent.COA of Formula: C13H8BrNO The title of the patent was Preparation of oxazolocarbazole derivatives and compositions comprising them for organic optoelectronic devices and display devices. And the patent contained the following:

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem