17680-04-5

Usage

Uses

Used in Organic Synthesis:
3,4-(Methylenedioxy)phenylmagnesium bromide is used as an organic chemical synthesis intermediate for the preparation of various complex organic molecules. Its unique reactivity allows it to be employed in the formation of new carbon-carbon bonds and the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,4-(Methylenedioxy)phenylmagnesium bromide is used as a key intermediate in the synthesis of certain drugs. Its ability to form new carbon-carbon bonds and its compatibility with various functional groups make it a valuable tool in the development of novel therapeutic agents.
Used in Agrochemical Industry:
3,4-(Methylenedioxy)phenylmagnesium bromide is also utilized in the agrochemical industry for the synthesis of various agrochemicals, such as pesticides and herbicides. Its reactivity and versatility in organic synthesis contribute to the development of new and effective products for agricultural applications.
Used in Specialty Chemicals:
In the specialty chemicals sector, 3,4-(Methylenedioxy)phenylmagnesium bromide is employed in the synthesis of compounds with specific applications, such as dyes, fragrances, and additives. Its unique properties enable the creation of tailored products with desired characteristics for various industries.

InChI:InChI=1/C7H5O2.BrH.Mg/c1-2-4-7-6(3-1)8-5-9-7;;/h1,3-4H,5H2;1H;/q-1;;+2/p-1

Upstream product

• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 7439-95-4 magnesium 

Downstream Products

• 120040-58-6 Benzo[1,3]dioxol-5-yl-((S)-5-benzyloxy-2,5-dihydro-furan-3-yl)-methanol 
• 120040-58-6 Benzo[1,3]dioxol-5-yl-((R)-5-benzyloxy-2,5-dihydro-furan-3-yl)-methanol 
• 139025-41-5 (1R*,2S*)-2-<3',4'-(methylenedioxy)benzoyl>-4-cyclohexenecarboxylic acid 
• 189558-00-7 (3S,4R,5S)-5-Benzo[1,3]dioxol-5-yl-3-((R)-benzo[1,3]dioxol-5-yl-hydroxy-methyl)-4-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol 
• 240122-42-3 4-benzo[1,3]dioxol-5-yl-2,3-bis-benzyloxymethyl-4-hydroxy-N,N-dimethyl-butyramide 
• 102124-73-2 α,α,α-trifluoro-3,4-methylenedioxyacetophenone 
• 355401-63-7 (3aR,4aS,7S,8aS)-7-(1,3-benzodioxol-5-yl)-2,2-dimethyl-5-[(4-methylphenyl)sulfonyl]-4,4a,5,6,7,8a-hexahydro-3aH-[1,3]dioxolo[4,5-f]indole 
• 150019-56-0 8-(1,3-benzodioxol-5-yl)-1,4-dioxaspiro[4.5]decan-8-ol 
• 712281-01-1 (1R,4R,6S)-6-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-[3',4'-(methylenedioxy)phenyl]-2-cyclohexen-1-ol 
• 712280-91-6 (1S,4R,6S)-6-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-[3',4'-(methylenedioxy)phenyl]-2-cyclohexen-1-ol 
• 61097-62-9 ethyl 4-(3',4'-methylenedioxyphenyl)benzoate 
• 933777-66-3 3-(benzo[1,3]dioxol-5-yl-o-tolyl-methylene)-1-methanesulfonyl-piperidine 

Relevant academic research and scientific papers

Chromium(II)-Catalyzed Diastereoselective and Chemoselective Csp2-Csp3 Cross-Couplings Using Organomagnesium Reagents

A simple protocol for performing chromium-catalyzed highly diastereoselective alkylations of arylmagnesium halides with cyclohexyl iodides at ambient temperature has been developed. Furthermore, this ligand-free CrCl2 enables efficient electrophilic alkenylations of primary, secondary, and tetiary alkylmagnesium halides with readily available alkenyl acetates. Moreover, this chemoselective C-C coupling reaction with stereodefined alkenyl acetates proceeds in a stereoretentive fashion. A wide range of functional groups on alkyl iodides and alkenyl acetates are well tolerated, thus furnishing functionalized Csp2-Csp3 coupling products in good yields and high diastereoselectivity. Detailed mechanistic studies suggest that the in situ generated low-valent chromium(I) species might be the active catalyst for these Csp2-Csp3 cross-couplings.

Nickel-Catalyzed Cross-Coupling of Functionalized Organo manganese Reagents with Aryl and Heteroaryl Halides Promoted by 4-Fluorostyrene

A catalytic system consisting of Ni(acac) 2 (5 mol%) and 4-fluorostyrene (20 mol%) allows a convenient cross-coupling of functionalized organomanganese reagents with a variety of aryl and heteroaryl halides leading to polyfunctionalized diaryl- and arylheteroarylmethane derivatives.

Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates

Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate.

Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

Endothelin receptor antagonists

Novel indane and indene derivatives are described which are endothelin receptor antagonists.