146140-95-6 Archives - Page 2 of 5 - Amides-buliding-blocks

Rocca, Patrick’s team published research in Tetrahedron Letters in 34 | CAS: 146140-95-6

Tetrahedron Letters published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Application of (2-Pivalamidophenyl)boronic acid.

Rocca, Patrick published the artcileA short synthesis of the antimicrobial marine sponge pigment fascaplysine, Application of (2-Pivalamidophenyl)boronic acid, the publication is Tetrahedron Letters (1993), 34(49), 7917-18, database is CAplus.

A short and convergent synthesis of fascaplysine (I) was achieved from 3-fluoro-4-iodopyridine and 2-Me₃CCONHC₆H₄B(OH)₂ in 4 steps and 76% overall yield. The approach is based on recently developed methodol. including metalation, hetero cross-coupling and cyclization.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Rocca, P.’s team published research in Tetrahedron in 49 | CAS: 146140-95-6

Tetrahedron published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Category: amides-buliding-blocks.

Rocca, P. published the artcileA new convergent synthesis of substituted β-carbolines, Category: amides-buliding-blocks, the publication is Tetrahedron (1993), 49(16), 3325-42, database is CAplus.

New convergent synthesis of natural α-substituted-β-carbolines, e.g. I (R = Ph, 2-pyridyl, Me, 2-quinolinyl) through metalations, cross-couplings and intramol. substitution via (2-aminobenzene)boronic acid, arylstannanes and 3,4-fluoroiodopyridines was achieved. Thus, 2,2-dimethyl-N-[2-(2-chloro-3-fluoro-4-pyridyl)phenyl]propanamide (II, R = Cl), prepared in 3 steps form 3-amino-2-chloropyridine, was coupled with 2-(trimethylstannyl)quinoline to give II (R = 2-quinolinyl), which was cyclized by treatment with pyridinium chloride to give I (R = 2-quinolinyl).

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Rocca, Patrick’s team published research in Tetrahedron in 49 | CAS: 146140-95-6

Rocca, Patrick published the artcileConnection between metalation and cross-coupling strategies. A new convergent route to azacarbazoles, Product Details of C11H16BNO3, the publication is Tetrahedron (1993), 49(1), 49-64, database is CAplus.

New convergent synthesis of azacarbazoles through metalation, cross-coupling reaction, and intramol. substitution via (2-aminobenzene)boronic acid and ortho-fluoroiodopyridines are presented. Thus, 2-(HO)₂BC₆H₄NHCOCMe₃ coupled with pyridines I (X = F, Cl, Y = iodo, Z = H; X = H, Y = F, Z = iodo; X = H, Y = iodo, Z = F; X = iodo, Y = F, Z = H) to give the corresponding (pyridylphenyl)propanamides II (R = F, Cl). The 3-fluoro-4-pyridyl derivative of II was treated with pyridinium chloride under reflux to give β-carboline III. The α-, γ-, and δ-carbolines were prepared similarly.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Trecourt, Francois’s team published research in Tetrahedron in 51 | CAS: 146140-95-6

Trecourt, Francois published the artcileSynthesis of 11H-pyrido[2,3-a]carbazoles and 6H-pyrido[3,2-b]carbazoles from bromo-8-methoxyquinolines, HPLC of Formula: 146140-95-6, the publication is Tetrahedron (1995), 51(43), 11743-50, database is CAplus.

Cross-coupling reaction via substituted 7-bromoquinolines and (2-aminophenyl)boric acids afforded substituted 7-(2-aminophenyl)quinolines. These compounds are intermediates for 11H-pyrido[2,3-a]carbazoles and 6H-pyrido[3,2-b]carbazoles.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Tapolcsanyi, Pal’s team published research in Tetrahedron in 59 | CAS: 146140-95-6

Tapolcsanyi, Pal published the artcileSynthesis of the dibenzo[f,h]phthalazine and dibenzo[f,h]cinnoline skeleton via a Suzuki-Pd-catalyzed intramolecular arylation’ and a Suzuki-Pschorr’ approach, Computed Properties of 146140-95-6, the publication is Tetrahedron (2003), 59(31), 5919-5926, database is CAplus.

Palladium-catalyzed intramol. arylation of 2-benzyl-5-(2-bromophenyl)-4-phenylpyridazin-3(2H)-one yielded hitherto unknown 2-benzyldibenzo[f,h]phthalazin-1(2H)-one. The synthesis of this new tetracyclic pyridazinone from 2-benzyl-5-(2-aminophenyl)-4-phenylpyridazin-3(2H)-one via a Pschorr type reaction was also investigated. Similarly, the construction of 2-methyldibenzo[f,h]cinnolin-3(2H)-one from 2-methyl-5-(2-bromophenyl)-6-phenylpyridazin-3(2H)-one and 2-methyl-5-(2-aminophenyl)-6-phenylpyridazin-3(2H)-one is also reported. Removal of the N-benzyl protective group of 2-benzyl-dibenzo[f,h]phthalazin-1(2H)-one with AlCl₃ yielded unsubstituted dibenzo[f,h]phthalazin-1(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Hostyn, Steven’s team published research in Tetrahedron in 61 | CAS: 146140-95-6

Hostyn, Steven published the artcileSynthesis of the benzo-β-carboline isoneocryptolepine: the missing indoloquinoline isomer in the alkaloid series cryptolepine, neocryptolepine and isocryptolepine, HPLC of Formula: 146140-95-6, the publication is Tetrahedron (2005), 61(6), 1571-1577, database is CAplus.

7H-Indolo[2,3-c]quinoline has been synthesized in two steps via a new approach starting from com. available 3-bromoquinoline and 2-bromoaniline. The new methodol. consists of two consecutive palladium-catalyzed reactions: a selective Buchwald/Hartwig amination followed by an intramol. Heck-type reaction. Alternatively, the same skeleton has also been prepared via the combination of a Suzuki arylation with an intramol. nitrene insertion starting from 4-chloroquinoline and {2-[(2,2-dimethylpropanoyl)amino]phenyl}boronic acid. Selective methylation of 7H-indolo[2,3-c]quinoline yielded 5-methyl-5H-indolo[2,3-c]quinoline (isoneocryptolepine, I) which is an interesting new lead compound in the search for new antiplasmodial drugs.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Dunkel, Petra’s team published research in Tetrahedron in 66 | CAS: 146140-95-6

Dunkel, Petra published the artcileSynthesis of novel fused azecine ring systems through application of the tert-amino effect, Application of (2-Pivalamidophenyl)boronic acid, the publication is Tetrahedron (2010), 66(13), 2331-2339, database is CAplus.

Novel fused azecine ring systems were synthesized via the microwave-assisted thermal isomerization of terphenyl or biphenyl-pyridazine compounds possessing a vinyl and a tert-amino group, through application of a new extension of the tert-amino effect. Substrates for the ring closure, e.g., I, were prepared from ortho-dihalobenzene or pyridazinone by consecutive Suzuki couplings with ortho-sec-amino- and formylphenylboronic acids, followed by Knoevenagel condensation of the aldehydes obtained.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Csanyi, D.’s team published research in Synthetic Communications in 29 | CAS: 146140-95-6

Synthetic Communications published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Quality Control of 146140-95-6.

Csanyi, D. published the artcileAn alternative synthesis of quindoline and one of its closely related derivatives, Quality Control of 146140-95-6, the publication is Synthetic Communications (1999), 29(22), 3959-3969, database is CAplus.

The alkaloid quindoline and its tetracyclic isomer indazolo[2,3-a]quinoline have been synthesized utilizing the Pd(0)-catalyzed cross-coupling reaction of pivaloylaminophenylboronic acid with substituted quinolines.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Kanemoto, Kazuya’s team published research in Chemical Communications (Cambridge, United Kingdom) in 53 | CAS: 146140-95-6

Chemical Communications (Cambridge, United Kingdom) published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Computed Properties of 146140-95-6.

Kanemoto, Kazuya published the artcileRhodium-catalyzed odorless synthesis of diaryl sulfides from borylarenes and S-aryl thiosulfonates, Computed Properties of 146140-95-6, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(77), 10640-10643, database is CAplus and MEDLINE.

Diaryl sulfides such as I [R¹ = 4-BrC₆H₄, 4-Me₂NC₆H₄, 3-thienyl, etc.; R² = 4-MeC₆H₄, 2-FC₆H₄, 3-HOC₆H₄] were efficiently prepared by rhodium-catalyzed odorless deborylative arylthiolation of organoborons with S-aryl thiosulfonates. The ready availability of starting materials and further transformation of sulfides was rendered a diverse range of organosulfur compounds easily accessible.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Heald, Robert A.’s team published research in Organic & Biomolecular Chemistry in 1 | CAS: 146140-95-6

Organic & Biomolecular Chemistry published new progress about 146140-95-6. 146140-95-6 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-Pivalamidophenyl)boronic acid, and the molecular formula is C11H16BNO3, Application of (2-Pivalamidophenyl)boronic acid.

Heald, Robert A. published the artcileAntitumor polycyclic acridines. Palladium(0)-mediated syntheses of quino[4,3,2-kl]acridines bearing peripheral substituents as potential telomere maintenance inhibitors, Application of (2-Pivalamidophenyl)boronic acid, the publication is Organic & Biomolecular Chemistry (2003), 1(19), 3377-3389, database is CAplus and MEDLINE.

Pd(0)-mediated Suzuki coupling between substituted 2-(pivaloylamino)benzeneboronic acids and 10-methylacridones I (R¹ = H, HO, MeO; R² = H, Cl; R³ = Br, F₃CSO₂O) yielded intermediate 1-arylacridones which were further cyclized to 8-methylquino[4,3,2-kl]acridines II (R¹ = H, HO, MeO; R² = H, Cl; R⁴ = H, Cl) with phosphorus oxychloride or 6M HCl in EtOH. Subsequent Heck reactions between chloro- or triflate-substituted substrates II and acrylic acid derivatives afforded quinoacridines with unsaturated side-chains. Alkylboranes, prepared by interaction of 9-borabicyclo[3,3,1]nonane and allyl acetate or N-allyltrifluoroacetamide, participated in Suzuki-Miyaura reactions with chloro-substituted 8-methylquinoacridines II (R² = H, R⁴ = Cl; R² = Cl, R⁴ = H; R¹ = F₃CSO₂O) to form derivatives bearing functionalized Pr groups in the 6- and 10-positions. Representative 8-methylquinoacridines were methylated with Me iodide to yield telomerase-inhibiting 8,13-dimethylquinoacridinium iodides.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics