Category: 929626-27-7

An efficient synthesis of 4-substituted coumarin derivatives via a palladium-catalyzed Suzuki cross-coupling reaction was written by Rajale, Trideep;Sharma, Shikha;Stroud, Daniel A.;Unruh, Daniel K.;Miaou, Emily;Lai, Kimberly;Birney, David M.. And the article was included in Tetrahedron Letters in 2014.Synthetic Route of C8H5BF3KO This article mentions the following:

An efficient Pd-catalyzed Suzuki cross-coupling reaction of sterically crowded 4-chlorocoumarin derivatives with air- and moisture-stable potassium organotrifluoroborates is developed. This methodol. has been used to generate a series of novel alkyl, aryl, and vinyl substituted coumarin derivatives in good to excellent yields. The twisted conformation of the vinyl groups in the X-ray crystal structures of (2-oxo-4-vinyl-2H-chromen-3-yl)methyl acetate and (2-oxo-4-vinyl-2H-chromen-3-yl)methyl 2,2,2-trichloroacetimidate, along with the atropisomerism of 3-(hydroxymethyl)-4-(2-methoxyphenyl)-2H-chromen-2-one, are evidence of the steric crowding in these adducts. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Synthetic Route of C8H5BF3KO).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Synthetic Route of C8H5BF3KO

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Palladium-catalyzed direct C-H arylation of pyridine N-oxides with potassium aryl- and heteroaryltrifluoroborates was written by Li, Mengli;Li, Xing;Chang, Honghong;Gao, Wenchao;Wei, Wenlong. And the article was included in Organic & Biomolecular Chemistry in 2016.Electric Literature of C8H5BF3KO This article mentions the following:

An efficient ligand-free Pd(OAc)₂-catalyzed selective arylation of pyridine N-oxides, e.g. pyridine N-oxide, using potassium (hetero)aryltrifluoroborates as coupling partners via C-H bond activation was achieved in the presence of TBAI to give the corresponding aryl pyridine oxides,, e.g. I. This approach has a broad substrate scope and shows moderate to high yields. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Electric Literature of C8H5BF3KO).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Electric Literature of C8H5BF3KO

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

An efficient synthesis of 4-substituted coumarin derivatives via a palladium-catalyzed Suzuki cross-coupling reaction was written by Rajale, Trideep;Sharma, Shikha;Stroud, Daniel A.;Unruh, Daniel K.;Miaou, Emily;Lai, Kimberly;Birney, David M.. And the article was included in Tetrahedron Letters in 2014.Synthetic Route of C8H5BF3KO This article mentions the following:

An efficient Pd-catalyzed Suzuki cross-coupling reaction of sterically crowded 4-chlorocoumarin derivatives with air- and moisture-stable potassium organotrifluoroborates is developed. This methodol. has been used to generate a series of novel alkyl, aryl, and vinyl substituted coumarin derivatives in good to excellent yields. The twisted conformation of the vinyl groups in the X-ray crystal structures of (2-oxo-4-vinyl-2H-chromen-3-yl)methyl acetate and (2-oxo-4-vinyl-2H-chromen-3-yl)methyl 2,2,2-trichloroacetimidate, along with the atropisomerism of 3-(hydroxymethyl)-4-(2-methoxyphenyl)-2H-chromen-2-one, are evidence of the steric crowding in these adducts. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Synthetic Route of C8H5BF3KO).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Synthetic Route of C8H5BF3KO

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Nano-Pd/Al(OH)₃-Catalyzed Suzuki-Miyaura Coupling Reaction of Potassium Aryl- and Heteroaryltrifluoroborates with Electrophiles in Alcohols was written by Zhu, Tingting;Li, Xing;Chang, Honghong;Gao, Wenchao;Wei, Wenlong. And the article was included in Synlett in 2016.Computed Properties of C8H5BF3KO This article mentions the following:

Highly active aluminum hydroxide supported nanopalladium-catalyzed Suzuki-Miyaura coupling reactions of potassium aryl- and heteroaryltrifluoroborates with aryldiazonium tetrafluoroborates or aryl halides was described. An array of functionalized aryl substrates was successfully cross-coupled to obtain biaryl products in good to excellent yields. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Computed Properties of C8H5BF3KO).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Computed Properties of C8H5BF3KO

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Selective Functionalization of Achmatowicz Rearrangement Products by Reactions with Potassium Organotrifluoroborates under Transition-Metal-Free Conditions was written by Roscales, Silvia;Ortega, Victor;Csaky, Aurelio G.. And the article was included in Journal of Organic Chemistry in 2018.Name: Potassium benzofuran-2-yltrifluoroborate This article mentions the following:

The repertoire of synthetic transformations of the products of the Achmatowicz rearrangement has been expanded by exploring their reactivity with potassium organotrifluoroborates in the absence of transition metals. Depending on the reaction conditions and the substitution pattern of the starting material, the reaction may lead to the stereoselective synthesis of dihydropyranones (2,6-trans), tetrahydropyranones (2,3-cis-2,6-cis) or functionalized 1,4-dicarbonyl compounds The method has also been adapted for the one-pot synthesis of functionalized pyrroles. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Name: Potassium benzofuran-2-yltrifluoroborate).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Name: Potassium benzofuran-2-yltrifluoroborate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Halodeboronation of organotrifluoroborates using tetrabutylammonium tribromide or cesium triiodide was written by Yao, Min-Liang;Kabalka, George W.;Blevins, David W.;Reddy, Marepally Srinivasa;Yong, Li. And the article was included in Tetrahedron in 2012.Application of 929626-27-7 This article mentions the following:

Halodeboronation of organotrifluoroborates using com. available tetrabutylammonium tribromide (TBATB) or cesium triiodide in aqueous medium is reported. The mild, transition metal-free method has proven to be tolerant of a wide range of functional groups. High regio- and chemoselectivity are observed Two synthetic routes to (Z)-dibromoalkenes from alkynes, through stereodefined (Z)-2-bromoalkenyltrifluoroborates and (Z)-1,2-bis(boryl)alkenyltrifluoroborates, have been developed using the TBATB mediated bromodeboronation as the key step. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Application of 929626-27-7).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Application of 929626-27-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Organocatalyzed Asymmetric Conjugate Addition of Heteroaryl and Aryl Trifluoroborates: a Synthetic Strategy for Discoipyrrole D was written by Shih, Jiun-Le;Nguyen, Thien S.;May, Jeremy A.. And the article was included in Angewandte Chemie, International Edition in 2015.Product Details of 929626-27-7 This article mentions the following:

Bis-heteroaryl or bis-aryl stereocenters were formed by an organocatalytic enantioselective conjugate addition using the resp. trifluoroborate salts as nucleophiles. Control studies suggested that fluoride dissociation was necessary in the anhydrous conditions. This strategy was applied to the synthesis of a protected form of discoipyrrole D, an inhibitor of BR5 fibroblast migration. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Product Details of 929626-27-7).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Product Details of 929626-27-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Branched Amine Synthesis via Aziridine or Azetidine Opening with Organotrifluoroborates by Cooperative Bronsted/Lewis Acid Catalysis: An Acid-Dependent Divergent Mechanism was written by Nguyen, Truong N.;May, Jeremy A.. And the article was included in Organic Letters in 2018.Recommanded Product: Potassium benzofuran-2-yltrifluoroborate This article mentions the following:

A practical catalytic method to synthesize β,β- and γ,γ-substituted amines by opening aziridines and azetidines, resp., using alkenyl, alkynyl, or aryl/heteroaryl trifluoroborate salts is described. This reaction features simple open-flask reaction conditions, the use of transition-metal-free catalysis, complete regioselectivity, and high diastereoselectivity. Preliminary mechanistic studies suggest that carbocation formation is disfavored. Stereoretentive addition is favored with Bronsted acid present, while stereoinversion is favored in its absence, indicating divergent mechanisms. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Recommanded Product: Potassium benzofuran-2-yltrifluoroborate).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Recommanded Product: Potassium benzofuran-2-yltrifluoroborate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Electrophilic Aromatic Substitutions of Aryltrifluoroborates with Retention of the BF₃^– Group: Quantification of the Activating and Directing Effects of the Trifluoroborate Group was written by Berionni, Guillaume;Morozova, Varvara;Heininger, Maximilian;Mayer, Peter;Knochel, Paul;Mayr, Herbert. And the article was included in Journal of the American Chemical Society in 2013.Reference of 929626-27-7 This article mentions the following:

Kinetics and mechanisms of transition-metal free reactions of furyl, thienyl and indolyl trifluoroborates with benzhydrylium (Ar₂CH⁺) and iminium (Me₂N⁺=CHR) ions have been investigated. In contrast to common belief, substitutions at CH positions are often faster than ipso-substitutions of the BF₃K group, because BF₃K activates the position attached to boron by a factor of 10³-10⁴ while adjacent CH positions are activated by factors of 10⁵-10⁶. Several reactions that have previously been interpreted as ipso-substitutions actually proceed via initial substitution at a vicinal or remote CH position, followed by protodeborylation. If the proton released during electrophilic substitution at a CH position is trapped by a base, the BF₃^– group can be preserved. Remote reactions of heteroaryl trifluoroborates with iminium ions provide straightforward access to novel zwitterionic ammonium or iminium trifluoroborates, which have been characterized by single-crystal X-ray analyses. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Reference of 929626-27-7).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Reference of 929626-27-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Electrophilic Aromatic Substitutions of Aryltrifluoroborates with Retention of the BF₃^– Group: Quantification of the Activating and Directing Effects of the Trifluoroborate Group was written by Berionni, Guillaume;Morozova, Varvara;Heininger, Maximilian;Mayer, Peter;Knochel, Paul;Mayr, Herbert. And the article was included in Journal of the American Chemical Society in 2013.Reference of 929626-27-7 This article mentions the following:

Kinetics and mechanisms of transition-metal free reactions of furyl, thienyl and indolyl trifluoroborates with benzhydrylium (Ar₂CH⁺) and iminium (Me₂N⁺=CHR) ions have been investigated. In contrast to common belief, substitutions at CH positions are often faster than ipso-substitutions of the BF₃K group, because BF₃K activates the position attached to boron by a factor of 10³-10⁴ while adjacent CH positions are activated by factors of 10⁵-10⁶. Several reactions that have previously been interpreted as ipso-substitutions actually proceed via initial substitution at a vicinal or remote CH position, followed by protodeborylation. If the proton released during electrophilic substitution at a CH position is trapped by a base, the BF₃^– group can be preserved. Remote reactions of heteroaryl trifluoroborates with iminium ions provide straightforward access to novel zwitterionic ammonium or iminium trifluoroborates, which have been characterized by single-crystal X-ray analyses. In the experiment, the researchers used many compounds, for example, Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7Reference of 929626-27-7).

Potassium benzofuran-2-yltrifluoroborate (cas: 929626-27-7) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Reference of 929626-27-7

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem