94839-07-3 Usage
Description
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is a white powder that serves as a versatile reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds. It is known for its stability and reactivity in various chemical reactions, making it a valuable component in the synthesis of complex organic molecules and pharmaceutical compounds.
Uses
Used in Pharmaceutical Synthesis:
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is used as a key reactant in the synthesis of pharmaceutical compounds, particularly for the formation of complex organic molecules and heterocycles. Its reactivity and stability contribute to the efficient production of target compounds with desired biological activities.
Used in Organic Synthesis:
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is used as a versatile reagent in organic synthesis for the formation of carbon-carbon and carbon-heteroatom bonds. Its applications include the Petasis reaction, Mannich-type multicomponent assembly, Suzuki-Miyaura cross-coupling, oxidative Heck reaction, and intramolecular Alder-ene and Pictet-Spengler reactions.
Used in the Petasis Reaction:
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is used as a reactant in the Petasis reaction between glyoxylic acid, α-amino phosphonates, and organylboronic acids. This reaction allows for the formation of complex organic molecules with potential applications in various fields, including pharmaceuticals and materials science.
Used in Mannich-Type Multicomponent Assembly:
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is used as a reactant in the Mannich-type multicomponent assembly and 1,3-dipolar cycloaddition for the synthesis of tetrahydroisoquinoline fused isoxazolidine scaffolds. This method enables the efficient construction of complex heterocyclic structures with potential applications in medicinal chemistry.
Used in Suzuki-Miyaura Cross-Coupling:
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is used as a reactant in the Suzuki-Miyaura cross-coupling of aryl and heteroaryl halides. This reaction is a powerful tool for the formation of carbon-carbon bonds, allowing for the synthesis of a wide range of organic compounds, including pharmaceuticals and natural products.
Used in Oxidative Heck Reaction:
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is used as a reactant in the oxidative Heck reaction for the synthesis of functionalized cinnamaldehyde derivatives. This reaction provides a convenient method for the preparation of aldehydes with potential applications in the synthesis of biologically active compounds.
Used in Intramolecular Alder-Ene and Pictet-Spengler Reactions:
3,4-METHYLENEDIOXYPHENYLBORONIC ACID is used as a reactant in intramolecular Alder-ene and Pictet-Spengler reactions for the synthesis of crinine. These reactions are valuable for the construction of complex heterocyclic structures with potential applications in the development of pharmaceuticals and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 94839-07-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,4,8,3 and 9 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 94839-07:
(7*9)+(6*4)+(5*8)+(4*3)+(3*9)+(2*0)+(1*7)=173
173 % 10 = 3
So 94839-07-3 is a valid CAS Registry Number.
94839-07-3Relevant articles and documents
Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source
Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup
, p. 10966 - 10972 (2020/09/23)
In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.
An efficient synthesis of 8-substituted Odoratine derivatives by the Suzuki coupling reaction
Kumar, P. Ravi,Balakrishna,Murali,Gudipati, Ramakrishna,Hota, Prasanta K.,Chaudhary, Avinash B.,Shree, A. Jaya,Yennam, Satyanarayana,Behera, Manoranjan
, p. 441 - 450 (2016/03/16)
An efficient method for the preparation of 8-substituted odoratine [(3-(3 ′, 4 ′-methylenedioxyphenyl)-5,6,7-trimethoxyisoflavone] derivatives, structurally similar to glaziovianin A, a known cytotoxic substance, has been described.
An easy route to (hetero)arylboronic acids
Erb, William,Hellal, Akila,Albini, Mathieu,Rouden, Jacques,Blanchet, Jerome
, p. 6608 - 6612 (2014/06/09)
An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.
