Cyclopropylboronic acid (411235-57-9)

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Cyclopropylboronic acid (411235-57-9) video

Cyclopropylboronic Acid is an organoboronic acid commonly used in highly efficient Suzuki coupling reactions.Cyclopropylboronic acid contains varying amounts of anhydride. Its reagent used for·;Microwave-assisted copper(II)-catalyzed N-cyclopropylation1·;Nickel- and copper-catalyzed Suzuki-Miyaura coupling reaction of arenes2·;Palladacycle-catalyzed Suzuki-cross coupling of aryl halides with cyclopropylboronic acid3·;Palladium(0)-catalyzed cyclopropane C-H bond functionalization4·;Palladium-catalyzed decarboxylative coupling5·;Palladium-catalyzed ligand-directed oxidative functionalization of cyclopropanes6·;Palladium-catalyzed

SuSimple propargylic silyl ethers can be converted to complex cyclopropylboronic acid pinacol esters in an efficient one-pot procedure. Terminal acetylenes undergo a Schwartz’s reagent catalyzed hydroboration; subsequent addition of further Schwartz’s reagent and Lewis acid-mediated activation of neighboring silyl ether allows cyclization to access a range of cyclopropylboronic acid pinacol esters. The scope includes aromatic, aliphatic, quaternary, and spiro substituted cyclopropyl rings, which can be transformed via Suzuki coupling into a range of lead-like substituted cyclopropyl aryl products.zuki coupling reaction7Reagent used in Preparation of·;Diaryl ketones by arylation.

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Cyclopropylboronic acid (411235-57-9) Specifications
CAS 411235-57-9
CAS Min %
CAS Max %
MDL Number MFCD04038750
InChI Key WLVKDFJTYKELLQ-UHFFFAOYSA-N
Chemical Name or Material Cyclopropylboronic acid
Infrared Spectrum Authentic
Physical Form Powder
Packaging standard packaging
Molecular Formula C3H7BO2
Molecular Weight (g/mol) 85.897
SMILES B(C1CC1)(O)O
Color white
Melting Point 90° to 95°C
Assay 97%
Cyclopropylboronic acid (411235-57-9) Safety and Handling
(411235-57-9) GHS H Statement
H315-H319-H335

Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Cyclopropylboronic acid GHS P Statement

P261-P280-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapors/spray.
Wear protective gloves/protective clothing/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing.
Store locked up.
Dispose of contents/container in accordance with local/regional/national/international regulations.
WARNING:  Recommended Storage : −30° to −10°C

Cyclopropylboronic acid (411235-57-9) Articles
One-Pot, Three-Step Synthesis of Cyclopropylboronic Acid Pinacol Esters from Synthetically Tractable Propargylic Silyl Ethers

SuSimple propargylic silyl ethers can be converted to complex cyclopropylboronic acid pinacol esters in an efficient one-pot procedure. ….

Organic Letters 2017 vol. 19 # 14 p. 3891 – 3894

Cyclopropylboronic acid 411235-57-9

Cyclopropylboronic Acid is an organoboronic acid commonly used in highly efficient Suzuki coupling reactions. …

1. J. Am. Chem. Soc. 128, 12634, (2006)

2. Benard S.; Neuville, L.; Zhu, J. J. Org. Chem. 73, 6441, (2008)

3. Tetrahedron Lett. 43, 6987-6990, (2002)

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