214907-24-1 Usage
Description
TRANS-2-(4-FLUOROPHENYL)VINYLBORONIC ACID is an organic compound that features a boronic acid group and a vinyl group attached to a fluorophenyl ring. It is known for its reactivity and versatility in chemical synthesis, making it a valuable building block in the development of various molecules with potential applications in different industries.
Uses
Used in Chemical Synthesis Industry:
TRANS-2-(4-FLUOROPHENYL)VINYLBORONIC ACID is used as a key reactant for Suzuki-Miyaura coupling reactions, which are widely employed in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals. Its unique structure allows for the formation of carbon-carbon bonds, facilitating the creation of diverse molecular architectures.
Used in Pharmaceutical Industry:
TRANS-2-(4-FLUOROPHENYL)VINYLBORONIC ACID is used as a building block for the preparation of biologically and pharmacologically active molecules. Its incorporation into drug candidates can potentially enhance their efficacy, selectivity, and pharmacokinetic properties, leading to the development of novel therapeutic agents for various diseases.
Used in Material Science:
TRANS-2-(4-FLUOROPHENYL)VINYLBORONIC ACID is used as a monomer in the synthesis of polymers and materials with specific properties, such as optical, electronic, or mechanical characteristics. Its fluorophenyl and boronic acid functionalities can contribute to the development of advanced materials for various applications, including sensors, displays, and energy storage devices.
Used in Conjugate Addition Reactions:
TRANS-2-(4-FLUOROPHENYL)VINYLBORONIC ACID is used as a versatile reactant in conjugate addition reactions, allowing for the selective formation of carbon-carbon bonds with high stereocontrol. This reactivity makes it a valuable tool in the synthesis of complex organic molecules, including natural products and bioactive compounds, with potential applications in the pharmaceutical, agrochemical, and materials science industries.
Check Digit Verification of cas no
The CAS Registry Mumber 214907-24-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,4,9,0 and 7 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 214907-24:
(8*2)+(7*1)+(6*4)+(5*9)+(4*0)+(3*7)+(2*2)+(1*4)=121
121 % 10 = 1
So 214907-24-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H8BFO2/c10-8-3-1-7(2-4-8)5-6-9(11)12/h1-6,11-12H/b6-5+
214907-24-1Relevant articles and documents
Cu-catalyzed [2 + 2 + 1] cascade annulation of vinyl iodonium salts with elemental sulfur/selenium for the modular synthesis of thiophenes and selenophenes
Chen, Chao,Wang, Fei,Wu, Chao,Wu, Yaxing
supporting information, p. 945 - 949 (2022/02/01)
A [2 + 2 + 1] annulation protocol has been established for the modular synthesis of 2,4-disubstituted thiophenes/selenophenes, with excellent regioselectivity. The reactions have been catalyzed by copper salt with elemental sulfur and selenium serving as
Transition-Metal-Free C(sp2)–C(sp2) Cross-Coupling of Diazo Quinones with Catechol Boronic Esters
Che, Chi-Ming,Wu, Kai,Wu, Liang-Liang,Zhou, Cong-Ying
supporting information, p. 16202 - 16208 (2020/07/17)
A transition-metal-free C(sp2)?C(sp2) bond formation reaction by the cross-coupling of diazo quinones with catechol boronic esters was developed. With this protocol, a variety of biaryls and alkenyl phenols were obtained in good to high yields under mild conditions. The reaction tolerates various functionalities and is applicable to the derivatization of pharmaceuticals and natural products. The synthetic utility of the method was demonstrated by the short synthesis of multi-substituted triphenylenes and three bioactive natural products, honokiol, moracin M, and stemofuran A. Mechanistic studies and density functional theory (DFT) calculations revealed that the reaction involves attack of the boronic ester by a singlet quinone carbene followed by a 1,2-rearrangement through a stepwise mechanism.
Copper-Catalyzed [2+2+2] Modular Synthesis of Multisubstituted Pyridines: Alkenylation of Nitriles with Vinyliodonium Salts
Sheng, Jinyu,Wang, Yong,Su, Xiang,He, Ru,Chen, Chao
supporting information, p. 4824 - 4828 (2017/04/11)
A [2+2+2] modular synthesis of multisubstituted pyridines, with excellent regioselectivity, has been realized by copper catalysisand involves three distinct components: vinyliodonium salts, nitriles, and alkynes. The reactions proceeded with the facile formation of an aza-butadienylium intermediate by alkenylation of the nitrile with a vinyliodonium salt. Moreover, the alkynes in the reaction were extended to alkenes, which are an advantage of expense and relative scarceness of alkynes.
