50777-64-5

Usage

Uses

Used in Organic Synthesis:
2-(2-BROMOPHENYL)-2-METHYL-1,3-DIOXOLANE is used as a key intermediate in organic synthesis for the production of a variety of compounds. Its unique structure allows for the creation of new molecules with potential applications in different fields.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(2-BROMOPHENYL)-2-METHYL-1,3-DIOXOLANE is utilized as a building block for the development of new drugs. Its presence in the molecular structure can contribute to the desired pharmacological properties of the final product.
Used in Agrochemical Industry:
2-(2-BROMOPHENYL)-2-METHYL-1,3-DIOXOLANE is also employed in the agrochemical sector, where it serves as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides, to improve agricultural productivity.
Used in Materials Science:
In materials science, 2-(2-BROMOPHENYL)-2-METHYL-1,3-DIOXOLANE is studied for its potential use in the development of new materials with specific properties. Its incorporation into materials can lead to advancements in areas such as polymers, coatings, and adhesives.
Precaution:
It is crucial to handle 2-(2-BROMOPHENYL)-2-METHYL-1,3-DIOXOLANE with care due to its potential hazards. Proper safety measures should be taken during its synthesis, storage, and use to minimize risks associated with exposure to 2-(2-BROMOPHENYL)-2-METHYL-1,3-DIOXOLANE.

InChI:InChI=1/C10H11BrO2/c1-10(12-6-7-13-10)8-4-2-3-5-9(8)11/h2-5H,6-7H2,1H3

Upstream product

• 2142-69-0 2-bromophenyl methyl ketone 
• 107-21-1 ethylene glycol 

Downstream Products

• 156335-55-6 N-(1,1-dimethylethyl)-3-(2-methyl-1,3-dioxolan-2-yl)benzenamine 
• 241488-03-9 bis-(3,4-dimethoxy-phenyl)-[2-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-methanol 
• 1035811-98-3 3,4,5,6-tetrakis-benzyloxy-9-[2-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-9H-xanthen-9-ol 
• 50778-03-5 [2-(2-methyl-1,3-dioxolan-2-yl)phenyl]diphenylphosphine 
• 243140-14-9 2-[(1',1'-ethylenedioxy)ethyl]benzeneboronic acid 
• 62826-40-8 2-(2-allylphenyl)-2-methyl-1,3-dioxolane 
• 1491841-52-1 1-methyl-4-(2-methylallyl)-3-phenylisoquinoline 
• 1491841-54-3 1-methyl-4-(3-methylbut-2-en-1-yl)-3-phenylisoquinoline 
• 1491841-58-7 3-(4-methoxyphenyl)-1-methyl-4-(phenylthio)isoquinoline 

Relevant academic research and scientific papers

Copper-Catalyzed Tandem Cross-Coupling and Alkynylogous Aldol Reaction: Access to Chiral Exocyclic α-Allenols

An enantioselective copper-catalyzed tandem cross-coupling/alkynylogous aldol reaction has been developed. The tetrasubstituted allenoates containing both central and axial chirality have been obtained in moderate to good yields and excellent enantio-and

Mechanistic Interrogation of Alkyne Hydroarylations Catalyzed by Highly Reduced, Single-Component Cobalt Complexes

Highly reactive catalysts for ortho-hydroarylations of alkynes have previously been reported to result from activation of CoBr2 by Grignard reagents, but the operative mechanism and identity of the active cobalt species have been undefined. A mechanistic analysis of a related system, involving hydroarylations of a (N-aryl)aryl ethanimine with diphenylacetylene, was performed using isolable reduced Co complexes. Studies of the stoichiometric reaction of Co(I) or Co(II) precursors with CyMgCl implicated catalyst initiation via a β-H elimination/deprotonation pathway. The resulting single-component Co(-I) complex is proposed as the direct pre-catalyst. Michaelis-Menten enzyme kinetic studies provide mechanistic details regarding the catalytic dependence on substrate. The (N-aryl)aryl ethanimine substrate exhibited saturation-like behavior, whereas alkyne demonstrated a complex dependency; rate inhibition and promotion depend on the relative concentration of alkyne to imine. Activation of the aryl C-H bond occurred only in the presence of coordinated alkyne, which suggests operation of a concerted metalation-deprotonation (CMD) mechanism. Small primary isotope effects are consistent with a rate-determining C-H cleavage. Off-cycle olefin isomerization catalyzed by the same Co(-I) active species appears to be responsible for the observed Z-selectivity.

Hydroxylamine-O-Sulfonic Acid (HOSA) as a Redox-Neutral Directing Group: Rhodium Catalyzed, Additive Free, One-Pot Synthesis of Isoquinolines from Arylketones

A new application of hydroxylamine-O-sulfonic acid (HOSA) has been discovered whereby aromatic ketones react with HOSA and alkynes to form isoquinolines in the presence of a RhIII catalyst. This C–H/N–O annulation methodology gives excellent yields even without any silver additive, acid/base or metal oxidant. This is the first report wherein a directing group is simultaneously forming in situ, acting as acid additive, and also as an internal oxidant.

Structural Dynamics and Stereoselectivity of Chiral Benzylideneamine N,C-Chelate Borane Photo–Thermal Isomerization

New chiral N,C-chelate organoboron compounds based on benzylideneamines (bza) with the general formula of B(bza-R)Mes2 (R=H or Me; Mes=mesityl) are reported. A chiral substituent group R- or S-CH(CH3)Ph (Ph=phenyl) was introduced to

Chemo- and Stereoselective Synthesis of Fluorinated Amino Alcohols through One-pot Reactions using Alcohol Dehydrogenases and Amine Transaminases

A series of amino alcohols have been prepared in a chemo-, diastereo- and enantioselective fashion starting from the corresponding (het)aryl diketones, avoiding tedious chemical protection and deprotection steps. Different alcohol dehydrogenases have been

Internal B-O Bond-Facilitated Photoisomerization of Boranes: Ring Expansion Versus Oxyborane Elimination/Intramolecular Diels-Alder Addition

Boron compounds (1-4) containing an internal B-O bond have been found to undergo facile multistructural transformations upon irradiation at 365 or 410 nm, generating rare 8-membered B,O-heterocycles (1c-4c). In addition, 2 and 3 also undergo an intramolecular Diels-Alder addition and oxyborane elimination concomitantly, via intermediates 2b/3b, producing 2d/3d. The pathways to isomer c and product d were found to be a thermal process and a photo process, respectively.

Synthesis of the Tetracyclic Cores of the Integrastatins, Epicoccolide A and Epicocconigrone A

The integrastatins, epicoccolide A and epicoccongirone A, are natural products containing a unique [6.6.6.6]-tetracyclic core framework that exhibit a broad spectrum of biological activities. A synthesis of the common core of epicoccolide A and epicocconigrone A has been achieved using an umpolung alkylation-lactonization to assemble an isochromanone from which the bridged 1,3-dioxane was readily assembled. A different strategy was required to access the core on the integrastatins; an initial aryllithium addition to an aldehyde, followed by oxidation and treatment of the masked dihydroxyketone with acid gave the desired core structure.

Rhodium-catalyzed C–H activation/cyclization of enaminones with sulfoxonium ylides toward polysubstituted naphthalenes

A rhodium-catalyzed ortho-C–H functionalization and annulation between enaminones and sulfoxonium ylides was developed, affording a series of multi-substituted naphthalenes in good to moderate yields with excellent functional group compatibility. The proc

Diacetal Ditellurides as Highly Active and Selective Antiparasitic Agents toward Leishmania amazonensis

Leishmaniasis is a neglected tropical disease and a public health concern in at least 98 countries, affecting mainly the poorest populations. Pharmaceuticals and chemotherapies available for leishmaniasis treatment have several limitations, which clearly justify the efforts to find new potential antileishmanial drugs. In this context, antiprotozoal activities toward different Leishmania species have been reported for hypervalent tellurium compounds, which motivated us to investigate, for the first time, the leishmanicidal properties of some nonhypervalent diaryl ditellurides. Thus, this work describes in vitro activity against Leishmania amazonensis and the cytotoxicities of diaryl ditellurides. Ditelluride LQ7 revealed a strong leishmanicidal activity on promastigotes and amastigotes at submicromolar levels (IC50 = 0.9 ± 0.1 and 0.5 ± 0.1 μmol L-1, respectively) and presented selectivity indexes greater than those of reference drug miltefosine. This preliminary study suggests that diaryl ditellurides may be promising scaffolds for the development of new agents for leishmaniasis treatment.