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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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

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 + IIIII (83%, 90% ee)] followed by Pd/C catalytic hydrogenation (IIIIV). Hydrogenation of the chiral p-methoxybenzyl azetine-2-carboxylates occurs with both hydrogen addition to the C=C bond and hydrogenolysis of the ester.

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.

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

Intermaggio, Nicholas E.’s team published research in Journal of the American Chemical Society in 144 | CAS: 1207294-92-5

Journal of the American Chemical Society 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, Application of 5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate.

Intermaggio, Nicholas E. published the artcileDeoxytrifluoromethylation of Alcohols, Application of 5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate, the publication is Journal of the American Chemical Society (2022), 144(27), 11961-11968, database is CAplus and MEDLINE.

Deoxy-functionalization of alcs. represents a class of reactions that has had profound impact on modern medicine. In particular, deoxyfluorination is commonly employed as a means to incorporate high-value fluorine atoms into drug-like mols. Recently, the trifluoromethyl (CF3) group has garnered attention from medicinal chemists due to its ability to markedly improve the pharmaceutical properties of small mol. drug candidates. To date, however, there remains no general means to accomplish the analogous deoxygenative trifluoromethylation of alcs. Herein, a copper metallaphotoredox-mediated direct deoxytrifluoromethylation is reported, wherein alc. substrates are activated in situ by benzoxazolium salts for C(sp3)-CF3 bond formation.

Journal of the American Chemical Society 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, Application of 5,7-Di-tert-butyl-3-phenylbenzo[d]oxazol-3-ium tetrafluoroborate.

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

Wright, Adam J.’s team published research in European Journal of Inorganic Chemistry in 2022 | CAS: 1239015-11-2

European Journal of Inorganic 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 C6H10O7, Formula: C33H29N3O3.

Wright, Adam J. published the artcilePlanar Chiral Pseudo-Isocoumarins by Copper Catalysed Desymmetrisation, Formula: C33H29N3O3, the publication is European Journal of Inorganic Chemistry (2022), 2022(12), e202100841, database is CAplus.

A new Cu catalyzed desymmetrization reaction of bisalkynyl ferrocenecarboxylic acids using (R,R)-Ph-Pybox results in the 1st asym. synthesis of planar chiral pseudo-isocoumarins in up to 64% enantiomeric excess and up to 99% yield with complete regioselectivity. Tri-functionalized planar chiral ferrocenes were synthesized in five steps from com. available materials, without the need for traditional directing group chem. via an easily diversified route exploiting the double Sonogashira coupling reaction. The absolute configuration of the chiral heterocycles is proven by chem. correlation and CD spectroscopy giving the asym. reaction synthetic utility and opening the way for the rational extension of this method to produce bioactive isocoumarin-fused ferrocene derivatives

European Journal of Inorganic 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 C6H10O7, Formula: C33H29N3O3.

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

Sakai, Holt A.’s team published research in Journal of the American Chemical Society in 144 | CAS: 1207294-92-5

Journal of the American Chemical Society 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, Application In Synthesis of 1207294-92-5.

Sakai, Holt A. published the artcileNontraditional Fragment Couplings of Alcohols and Carboxylic Acids: C(sp3)-C(sp3) Cross-Coupling via Radical Sorting, Application In Synthesis of 1207294-92-5, the publication is Journal of the American Chemical Society (2022), 144(14), 6185-6192, database is CAplus and MEDLINE.

In this report, the C(sp3)-C(sp3) cross-coupling of alcs. and carboxylic acids through the dual combination of N-heterocyclic carbene (NHC)-mediated deoxygenation and hypervalent iodine-mediated decarboxylation were described. This mild and practical Ni-catalyzed radical-coupling protocol was employed to prepare a wide array of alkyl-alkyl cross-coupled products, including highly congested quaternary carbon centers from the corresponding tertiary alcs. or tertiary carboxylic acids. Synthetic applications of this methodol. to alc. C1-alkylation and formal homologation, as well as to the late-stage functionalization of drugs, natural products, and biomols. were demonstrated.

Journal of the American Chemical Society 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, Application In Synthesis of 1207294-92-5.

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

Dong, Zhe’s team published research in Nature (London, United Kingdom) in 598 | CAS: 1207294-92-5

Nature (London, United Kingdom) 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, Computed Properties of 1207294-92-5.

Dong, Zhe published the artcileMetallaphotoredox-enabled deoxygenative arylation of alcohols, Computed Properties of 1207294-92-5, the publication is Nature (London, United Kingdom) (2021), 598(7881), 451-456, database is CAplus and MEDLINE.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) 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, Computed Properties of 1207294-92-5.

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