1104637-46-8 Usage
Description
Trans-1-Propenylboronic acid MIDA ester is an organic compound that serves as a stable boronic acid surrogate. It is commonly used in various chemical reactions and processes, particularly in the field of organic synthesis. The compound is characterized by its ability to participate in tandem intramolecular Michael addition/alkene migration reactions and is a key component in MIDA boronate formation, which is essential for cross-couplings that are typically challenging with classical methods.
Uses
Used in Organic Synthesis:
Trans-1-Propenylboronic acid MIDA ester is used as a reactant for tandem intramolecular Michael addition/alkene migration reactions. This application is crucial in the synthesis of complex organic molecules, as it allows for the formation of multiple bonds and ring structures in a single step, thus streamlining the overall synthesis process.
Used in Cross-Coupling Reactions:
Trans-1-Propenylboronic acid MIDA ester is used as a stable boronic acid surrogate in Suzuki Cross-Coupling reactions. This application is significant because it enables the formation of carbon-carbon bonds, which are essential in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and advanced materials. The use of MIDA boronates in Suzuki Cross-Coupling reactions allows for improved reaction conditions, higher yields, and greater functional group tolerance compared to traditional cross-coupling methods.
Check Digit Verification of cas no
The CAS Registry Mumber 1104637-46-8 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,0,4,6,3 and 7 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1104637-46:
(9*1)+(8*1)+(7*0)+(6*4)+(5*6)+(4*3)+(3*7)+(2*4)+(1*6)=118
118 % 10 = 8
So 1104637-46-8 is a valid CAS Registry Number.
1104637-46-8Relevant articles and documents
Synthesis of α-Borylated Ketones by Regioselective Wacker Oxidation of Alkenylboronates
Corless, Victoria B.,Holownia, Aleksandra,Foy, Hayden,Mendoza-Sanchez, Rodrigo,Adachi, Shinya,Dudding, Travis,Yudin, Andrei K.
supporting information, p. 5300 - 5303 (2018/09/12)
As part of a program aimed at metal-catalyzed oxidative transformations of molecules with carbon-metalloid bonds, the synthesis of α-borylated ketones is reported via regioselective TBHP-mediated Wacker-type oxidation of N-methyliminodiacetic acid (MIDA)-protected alkenylboronates. The observed regioselectivity correlates with the hemilabile nature of the B-N dative bond in the MIDA boronate functional group, which allows boron to guide selectivity through a neighboring group effect.
