Category: 214360-44-8

Xu, Jian-Xing published the artcileRuthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C-N Bond, Quality Control of 214360-44-8, the publication is Organic Letters (2020), 22(7), 2756-2760, database is CAplus and MEDLINE.

Herein, the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines I (R¹ = H; R² = Me, F, Cl, t-Bu, H; R³ = H, F; R¹R² = -CH=CH-CH=CH-) and N,N-dimethyl-2-(pyrimidin-2-yl)aniline via C(aryl)-N bond cleavage was reported. Without any ligand and base, diaryl ketones II (R⁴ = 3-bromophenyl, 2,4,6-trimethylphenyl, 2-naphthyl, etc.) and phenyl(2-(pyrimidin-2-yl)phenyl)methanone can be obtained in moderate to high yields by using Ru₃(CO)₁₂ as the catalyst and chelation assisted by pyridine. The pyridine ring has a significant effect on both high efficiency and high regioselectivity in the cleavage of the aryl C-N bond in anilines.

Organic Letters published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C14H23N, Quality Control of 214360-44-8.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Yang, Chu-Ting published the artcileCopper-Catalyzed Cross-Coupling Reaction of Organoboron Compounds with Primary Alkyl Halides and Pseudohalides, Category: nitriles-buliding-blocks, the publication is Angewandte Chemie, International Edition (2011), 50(17), 3904-3907, S3904/1-S3904/108, database is CAplus and MEDLINE.

A copper-catalyzed cross-coupling of non-activated alkyl electrophiles with organoboron compounds has been developed. The use of LiOtBu as a base was found to be crucial to the reaction. The reaction is applicable to alkyl iodides, bromides, tosylates, mesylates, and even chlorides, and tolerates many more functional groups than the previously described copper-catalyzed coupling of Grignard reagents. It provides practically useful reactivities and may thus compliment palladium and nickel-catalyzed Suzuki-Miyaura coupling reactions of alkyl halides.

Angewandte Chemie, International Edition published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C4H7F3O2, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zhang, Xiao published the artcileSilver(I)-catalyzed carboxylation of arylboronic esters with CO₂, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2012), 48(50), 6292-6294, database is CAplus and MEDLINE.

A variety of arylboronic esters were efficiently carboxylated with CO₂ using a simple AgOAc/PPh₃ catalyst, affording the corresponding carboxylic acids in good yield. This simple and efficient silver(i) catalytic system showed wide functional group compatibility.

Chemical Communications (Cambridge, United Kingdom) published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C10H12O5, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Chen, Kai published the artcileEfficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions, HPLC of Formula: 214360-44-8, the publication is Chemical Science (2016), 7(6), 3676-3680, database is CAplus and MEDLINE.

A rapid, chemoselective and metal-free C-B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.

Chemical Science published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, HPLC of Formula: 214360-44-8.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Leowanawat, Pawaret published the artcileNi(COD)₂/PCy₃ catalyzed cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature, Computed Properties of 214360-44-8, the publication is Journal of Organic Chemistry (2011), 76(24), 9946-9955, database is CAplus and MEDLINE.

Reaction conditions for the Ni(COD)₂/PCy₃ catalyzed cross-coupling of aryl neopentylglycolboronates with aryl mesylates were developed. By using optimized reaction conditions, Ni(COD)₂/PCy₃ was shown to be a versatile catalyst for the cross-coupling of a diversity of aryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates containing both electron-donating and electron-withdrawing substituents in their para, ortho, and meta positions in THF at room temperature This Ni-catalyzed cross-coupling of aryl neopentylglycolboronates is also effective for the synthesis of heterobiaryls and biaryls containing electrophilic functionalities sensitive to organolithium and organomagnesium derivatives In combination with the recently developed Ni-catalyzed neopentylglycolborylation, all Ni-catalyzed routes to functional biaryls and heterobiaryls are now easily accessible.

Journal of Organic Chemistry published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Computed Properties of 214360-44-8.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Li, Ninglin published the artcileCobalt-Catalyzed Protodeboronation of Aryl and Vinyl Boronates, Formula: C12H14BNO2, the publication is Journal of Organic Chemistry (2021), 86(2), 1972-1979, database is CAplus and MEDLINE.

An efficient cobalt-based catalytic system for protodeboronation of various aryl and vinyl boronates ArR [R = 5,5-dimethyl-1,3,2-dioxaborinan-2-yl, tetramethyl-1,3,2-dioxaborolan-2-yl, 1,3,2-dioxaborolan-2-yl, 4-oxo-1,2,3,4-tetrahydro-1,3,2-benzodiazaborinin-2-yl; Ar = 4-chlorophenyl, 4-(9H-carbazol-9-yl)benzen-1-yl, anthracen-2-yl, etc.]/(E/Z)-Ar¹CH=C(R¹)R² (Ar¹ = 4-bromophenyl, 1-benzothiophen-2-yl, pyridin-2-yl, etc.; R¹ = H, Ph, tetramethyl-1,3,2-dioxaborolan-2-yl; R² = Ph, 5,5-dimethyl-1,3,2-dioxaborinan-2-yl, tetramethyl-1,3,2-dioxaborolan-2-yl) is described. The reaction is capable of tolerating a wide range of functional groups. The reaction is also extended to deuterodeboronation with D₂O, which provides a potential protocol for the synthesis of regiospecifically deuterated arenes and olefins R³D [R³ = 4-phenylphenyl, 3-(4-cyanophenyl)prop-1-en-1-yl, 4-(9H-carbazol-9-yl)benzen-1-yl, 2-(4-([6,7-bis(2-methoxyethoxy)quinazolin-4-yl]amino)phenyl)ethenyl, etc.].

Journal of Organic Chemistry published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Formula: C12H14BNO2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Duong, Hung A. published the artcileCobalt-Catalyzed Cross-Coupling Reactions of Arylboronic Esters and Aryl Halides, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Organometallics (2017), 36(22), 4363-4366, database is CAplus.

An efficient cobalt catalyst system for the Suzuki-Miyaura cross-coupling reaction of arylboronic esters and aryl halides has been identified. In the presence of cobalt(II)/terpyridine catalyst and potassium methoxide, a diverse array of (hetero)biaryls have been prepared in moderate to excellent yields.

Organometallics published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wilson, Daniela A. published the artcileNeopentylglycolborylation of Aryl Mesylates and Tosylates Catalyzed by Ni-Based Mixed-Ligand Systems Activated with Zn, Formula: C12H14BNO2, the publication is Journal of the American Chemical Society (2010), 132(6), 1800-1801, database is CAplus and MEDLINE.

The mixed-ligand system NiCl₂(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electron-deficient aryl mesylates and tosylates. The addition of Zn powder as a reductant dramatically increases the reaction yield and reduces the reaction time by more than an order of magnitude, providing complete conversion in 1-3 h.

Journal of the American Chemical Society published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C10H9ClN2O, Formula: C12H14BNO2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Moldoveanu, Costel published the artcileNeopentylglycolborylation of Aryl Chlorides Catalyzed by the Mixed Ligand System NiCl₂(dppp)/dppf, SDS of cas: 214360-44-8, the publication is Organic Letters (2009), 11(21), 4974-4977, database is CAplus and MEDLINE.

The mixed ligand system 10 mol % NiCl₂(dppp) with 5 mol % dppf was discovered to be an extremely efficient catalyst for the neopentylglycolborylation of a diversity of electron-rich and electron-deficient aryl chlorides. Optimization showed that 5 mol % catalyst with 10% dppf was even more efficient. These results highlight the complexity of the relation between catalyst and coligand in Ni catalysis and the benefit of combinations of mixed ligand in catalyst design.

Organic Letters published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, SDS of cas: 214360-44-8.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Kita, Yusuke published the artcileRhodium-Catalyzed Alkenylation of Nitriles via Silicon-Assisted C-CN Bond Cleavage, Category: nitriles-buliding-blocks, the publication is Organic Letters (2010), 12(8), 1864-1867, database is CAplus and MEDLINE.

Rhodium-catalyzed Mizoroki-Heck type reaction of nitriles via the cleavage of C-C bonds is described. Orthogonal and iterative functionalizations of arenes were also demonstrated by combining the present and conventional halide-based cross-coupling reactions.

Organic Letters published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts