5434-47-9

Usage

Uses

Used in Pharmaceutical Industry:
5-BROMO-6-BROMOMETHYL-1 3-BENZODIOXOLE is used as an intermediate in the synthesis of pharmaceuticals for its reactivity and ability to undergo various chemical reactions.
Used in Agrochemical Industry:
5-BROMO-6-BROMOMETHYL-1 3-BENZODIOXOLE is used as an intermediate in the synthesis of agrochemicals for its reactivity and ability to undergo various chemical reactions.
Used in Fine Chemicals Production:
5-BROMO-6-BROMOMETHYL-1 3-BENZODIOXOLE is used as a building block in the production of fine chemicals and fragrance compounds.
Used in Chemical Research and Development:
5-BROMO-6-BROMOMETHYL-1 3-BENZODIOXOLE is used as a valuable tool for chemical research and development due to its unique structure and properties.

InChI:InChI=1/C8H6Br2O2/c9-3-5-1-7-8(2-6(5)10)12-4-11-7/h1-2H,3-4H2

Upstream product

• 495-76-1 piperonol 
• 6642-34-8 6-bromopiperonyl alcohol 
• 120-57-0 piperonal 
• 5025-53-6 5-bromo-6-methylbenzo[d][1,3]dioxole 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 928-93-8 4-hexyn-1-ol 
• 40400-13-3 2-Iodobenzyl bromide 

Downstream Products

• 5434-51-5 5-acetoxymethyl-6-bromo-benzo[1,3]dioxole 
• 141037-27-6 1-(6'-bromopiperonyl)-5-phenyl-2-oxapentane 
• 141037-32-3 trans-(6'-bromopiperonyloxy)-4-tert-butylcyclohexane 
• 141037-29-8 cis-(6'-bromopiperonyloxy)-4-tert-butylcyclohexane 
• 74809-42-0 [(6-bromo-1,3-benzodioxole-5-yl)methyl]triphenylphosphonium bromide 
• 153255-00-6 5-(3-Benzenesulfonyl-cyclopent-2-enyloxymethyl)-6-bromo-benzo[1,3]dioxole 
• 173425-82-6 C₂₈H₃₁BrO₈ 
• 137058-10-7 1-(2-bromo-4,5-methylenedioxybenzyl)-3-cyclohexylamino-4,5,6-trihydro-1H-indol-2-one 
• 299215-82-0 (E)-2-(2-bromo-4,5-methylenedioxyphenyl)-1-(2-bromophenyl)-N,N-dimethylethenylamine 
• 1026390-17-9 (R)-1-((S)-2-Benzyloxymethyl-pyrrolidin-1-yl)-2-[(6-bromo-benzo[1,3]dioxol-5-ylmethyl)-(2,2-diethoxy-ethyl)-amino]-pent-4-en-1-one 
• 52886-06-3 hippadine 
• 5025-53-6 5-bromo-6-methylbenzo[d][1,3]dioxole 
• 1015221-53-0 2-[2-bromo-4,5-(methylenedioxy)benzyloxy]benzaldehyde 
• 1280678-01-4 dibenzyl 2-methyl-6,7-methylenedioxy-naphthalene-1,3-dicarboxylate 

Relevant academic research and scientific papers

Deconjugative α-Alkylation of Cyclohexenecarboxaldehydes: An Access to Diverse Terpenoids

A general and efficient method for the deconjugative α-alkylation of α,β-unsaturated aldehydes promoted by a synergistic effect between tBuOK and NaH, which considerably increases the reaction rate under mild conditions, is reported. The β,γ-unsaturated aldehyde, resulting from the α-alkylation, is transformed in high yield into the corresponding allyl acetate via a lead(IV) acetate-mediated oxidative fragmentation. This strategy could be used for the construction of the carbon skeleton of a wide variety of alkyl or arylterpenoids.

Copper(I)-catalyzed intramolecular O-arylation for the synthesis of 2,3,4,9-tetrahydro-1 H -xanthen-1-ones with low loads of CuCl

As little as 0.5 mol % CuCl is sufficient to catalyze the intramolecular O-arylation of easily accessible 2-(2-bromobenzyl)cyclohexane-1,3-diones to provide the corresponding 2,3,4,9-tetrahydro-1H-xanthen-1-ones with yields ranging from 83% to 99%.

Intramolecular direct dehydrohalide coupling promoted by KOtBu: Total synthesis of amaryllidaceae alkaloids anhydrolycorinone and oxoassoanine

A transition-metal-free intramolecular dehydrohalide coupling via intramolecular homolytic aromatic substitution (HAS) with aryl radicals has been developed in the presence of potassium tert-butoxide and an organic molecule as the catalyst. The methodology has been applied to a concise synthesis of Amaryllidaceae alkaloids viz. oxoassoanine (1b), anhydrolycorinone (1d), and other related structures. Interestingly, the method also works only in the presence of potassium tert-butoxide.

Synthesis of N-alkoxyindol-2-ones by copper-catalyzed intramolecular N-arylation of hydroxamates

The first example of copper-catalyzed intramolecular N-arylation of hydroxamic acid derivatives is presented. Based on this transformation a new method for the synthesis of N-alkoxyindol-2-ones from 2-(2-bromoaryl) acetylhydroxamates has been developed. T

Cu(I)-Catalyzed domino reactions: Efficient and selective synthesis of 4h-chromenes and naphthalenes

Depending on the ratio of the substrates and the reaction conditions, the Cu(I)-catalyzed domino reaction between bromobenzyl bromides and β-ketoesters exclusively yields either 4H-chromenes or naphthalenes.

NOVEL THIOPHENE AMIDINES, COMPOSITIONS THEREOF, AND METHODS OF TREATING COMPLEMENT-MEDIATED DISEASES AND CONDITIONS

Disclosed is a method for treating the symptoms of an acute or chronic disorder mediated by the classical pathway of the complement cascade, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula (I) or a solvate, hydrate or pharmaceutically acceptable salt thereof; wherein R1, R2, R3, R4 and R7 are defined in the specification, Z is SO or SO2, and Ar is an aromatic or heteroaromatic group as defined herein.

Diversity-oriented synthesis of biaryl-containing medium rings using a one bead/one stock solution platform

Diversity-oriented synthesis of structurally complex and diverse small molecules can be used as the first step in a process to explore cellular and organismal pathways. The success of this process is likely going to be dependent on advances in the synthesis of small molecules having natural product-like structures in an efficient and stereoselective manner. The development, scope, and mechanism of the oxidation of organocuprates was investigated and exploited in the atropdiastereoselective synthesis of biaryl-containing medium rings (9-, 10-, and 11-membered rings). The methodology was performed on high-capacity, large polystyrene beads by metalating aryl bromides with-iPrBu2MgLi, followed by transmetalating with CuCN·2LiBr and then oxidizing with 1,3-dinitrobenzene, and was used in a diversity-oriented synthesis of biaryl-containing medium rings (library total theoretical maximum 1412 members). The high capacity beads were arrayed into 384-well plates and, using a process optimized during the development of a one bead/one stock solution technology platform, converted into arrays of stock solutions, with each stock solution containing largely one compound. These stock solutions were used in numerous phenotypic and proteinbinding assays. The process described outlines a pathway that we feel will contribute to a comprehensive and systematic chemical approach to exploring biology (chemical genetics).

The first total synthesis of toddaquinoline, an alkaloid from Toddalia asiatica

The paper describes the first total synthesis of toddaquinoline, an alkaloid from the root bark of Formosan Toddalia asiatica. The key step is cobalt(I) mediated radial cyclisation to a pyridine. Cobalt appears to play a dual role in the reaction, firstly initialising homolysis of the carbon to halogen bond then acting as a Lewis acid to promote cyclisation to C-6. Other approaches examined are also outlined. These include a photocyclisation of an azastilbene; a cyclisation induced by halogen to metal exchange and a tin mediated radical cyclisation.

Intramolecular radical additions to quinolines

This paper is concerned with intramolecular radical additions to quinolines. Radical additions to C-2, C-3 and C-4 of a quinoline have all been shown to proceed under neutral conditions. In each case formation of heteroaromatic products, rather than dihydroquinolines, was observed (implicating the so called oxidative tin hydride pathway).

A Convenient Strategy for the Synthesis of 4,5-Bis(o-haloaryl)isoxazoles

A series of new 1,2-bis(o-haloaryl)ethanones is efficiently prepared and applied to the synthesis of 4,5-bis(o-haloaryl)isoxazoles. Isolation of intermediate hydroxyisoxazolines, which are structurally examined, provides a definitive proof for a heterocyclization mechanism based on an amine exchange process. The isolation and X-ray crystallographic studies of significant side products such as benzamides and triarylpropionitriles are also described.