209223-84-7

Usage

Ketone compound

(1-(2-bromophenyl)-2-methyl-1-propanone is a type of ketone, which is a carbonyl compound with a carbon-oxygen bond (C=O) in which the carbon atom is bonded to two other carbon atoms)

Aromatic properties

(1-(2-bromophenyl)-2-methyl-1-propanone has aromatic properties, meaning it contains a ring of atoms with delocalized electrons)

Common use

Intermediate in the synthesis of pharmaceuticals and other organic compounds (1-(2-bromophenyl)-2-methyl-1-propanone is commonly used as an intermediate in the production of other chemical compounds, including pharmaceuticals and other organic compounds)

Utilized in production

Various drugs and research chemicals (1-(2-bromophenyl)-2-methyl-1-propanone is used in the production of various drugs and research chemicals)

Potential hazards and toxicity

Handle with care and use appropriate safety measures (1-(2-bromophenyl)-2-methyl-1-propanone has potential hazards and toxicity, so it is important to handle it with care and use appropriate safety measures)

Upstream product

• 253309-48-7 1-(2′-bromophenyl)-2-methylpropan-1-ol 
• 611-70-1 phenyl isopropyl ketone 
• 920-39-8 isopropylmagnesium bromide 
• 88-65-3 2-bromobenzoic-acid 
• 18982-54-2 o-bromobenzyl alcohol 
• 1068-55-9 isopropylmagnesium chloride 
• 7154-66-7 2-bromobenzoic acid chloride 
• 578-51-8 2-bromobenzylchloride 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 934548-34-2 1-(2-bromophenyl)-2-methylpropan-1-one 4-methylphenylsulfonylhydrazone 
• 1371592-07-2 1-(2-(1-benzyl-4-chloroindol-3-yl)phenyl)-2-methylpropan-1-one 
• 253309-48-7 1-(2′-bromophenyl)-2-methylpropan-1-ol 
• 308378-49-6 1-(o-ethynylphenyl)-2-methyl-1-propanone 
• 92-53-5 4-Phenylmorpholine 

Relevant academic research and scientific papers

Unexpected stereodynamic consequences of the restricted rotations in ortho-acyl- and ortho-vinyl biphenyls

(Chemical Equation Presented) Surprisingly, the aryl-aryl rotation barriers of biphenyl derivatives ortho-substituted by the "small" HC= O and HC=CH2 groups (10.0 and 8.4 kcal mol-1, respectively) were found greater than those observ

The intramolecular reaction of acetophenoneN-tosylhydrazone and vinyl: Br?nsted acid-promoted cationic cyclization toward polysubstituted indenes

In the presence of TsNHNH2, a Br?nsted acid-promoted intramolecular cyclization ofo-(1-arylvinyl) acetophenone derivatives was developed, leading to polysubstituted indenes with complexity and diversity in moderate to excellent yields. In sharp contrast with either the radical or carbene involved cyclization of aldehydicN-tosylhydrazone with vinyl, a cationic cyclization pathway was involved, whereN-tosylhydrazone served as an electrophile and alkylation reagent during this transformation.

One-Pot Asymmetric Synthesis of Alkylidene 1-Alkylindan-1-ols Using Br?nsted Acid and Palladium Catalysis

A one-pot catalytic enantioselective allylboration/Mizoroki-Heck reaction of 2-bromoaryl ketones has been developed for the asymmetric synthesis of 3-methyleneindanes bearing a tertiary alcohol center. Br?nsted acid-catalyzed allylboration with a chiral BINOL derivative was followed by a palladium-catalyzed Mizoroki-Heck cyclization, resulting in selective formation of the exo-alkene. This novel protocol provides a concise and scalable approach to 1-alkyl-3-methyleneindan-1-ols in high enantiomeric ratios (up to 96:4 er). The potential of these compounds as chiral building blocks was demonstrated with efficient transformation to optically active diol and amino alcohol scaffolds.

Synthesis of π-Extended Fluoranthenes via a KHMDS-Promoted Anionic-Radical Reaction Cascade

An unprecedented KHMDS-promoted domino reaction to furnish hydroxyfluoranthenes is described. Biaryl compounds bearing acyl and naphthylalkenyl moieties are transformed into 9-hydroxydibenzo[j,l]fluoranthenes in a single step through the formation of an aromatic and a pentagonal ring system. A variety of fluoranthenes including those with extended π-conjugation, a heteroaromatic ring, and unsymmetrical substituents could be synthesized. Mechanistic studies reveal a unique reaction cascade where KHMDS acts as both a base and a single-electron donor.

Enantioselective Bromo-oxycyclization of Silanol

Relying on the nucleophilicity of silanol for building up silicon-incorporated scaffold with an enantiopure tetrasubstituted carbon center remains elusive. In this report, asymmetric bromo-oxycyclization of olefinic silanol by using chiral anionic phase-transfer catalyst is described. This protocol provided a facile entry to a wide arrangement of enantiopure benzoxasilole in moderate to excellent enantioselectivities depending on the unique reactivity of bromine/N-benzyl-DABCO complex.

Formation of bi-aryls via a domino palladium catalysis

Synthesis of bi-aryls via a domino Pd-catalyzed reaction of 1-(2-bromophenyl)-2-methylpropan-1-ones/(2-bromophenyl)(cyclohexyl)methanones is presented. The mechanism of the reaction is believed to proceed through a five membered palladacycle that combines with a second molecule of halo-arene to yield the bi-aryls. This method is quite successful to deliver highly sterically crowded bi-aryls with dense functionalities on the aromatic rings.

Formation of bi-aryls via a domino palladium catalysis

Synthesis of bi-aryls via a domino Pd-catalyzed reaction of 1-(2-bromophenyl)-2-methylpropan-1-ones/(2-bromophenyl)(cyclohexyl)methanones is presented. The mechanism of the reaction is believed to proceed through a five membered palladacycle that combines with a second molecule of halo-arene to yield the bi-aryls. This method is quite successful to deliver highly sterically crowded bi-aryls with dense functionalities on the aromatic rings.

Synthesis of 1-indanols and 1-indanamines by intramolecular palladium(0)-catalyzed C(sp3)-H arylation: Impact of conformational effects

A range of valuable 1-indanols and 1-indanamines containing a tertiary C1 atom were synthesized by intramolecular palladium(0)-catalyzed C(sp 3)-H arylation, despite unfavorable steric interactions. The efficiency of the reaction was found to correlate with the degree of substitution at C2, as expected from the Thorpe-Ingold effect. Additionally, the nature of the heteroatomic substituent at C1 had a marked influence on the diastereoselectivity at C1 and C2; indeed, 1-indanols and 1-indanamines were obtained with the opposite relative configuration. Analysis of the X-ray and DFT-optimized structures of the corresponding reactive intermediates provided useful insights into the subtle conformational effects induced by these substituents.

High-yielding, versatile, and practical [Rh(III)Cp*]-catalyzed ortho bromination and iodination of arenes

We report a uniquely high-yielding, general, and practical ortho bromination and iodination reaction of different classes of aromatic compounds. This reaction occurs by Rh(III)-catalyzed C-H bond activation methodology and is therefore the first example of the application of this cationic catalyst for C-Br and C-I bond formation.

Synthesis of 3-substituted indazoles and benzoisoxazoles via Pd-catalyzed cyclization reactions: application to the synthesis of nigellicine

Syntheses of 3-substituted indazoles and benzoisoxazoles were efficiently accomplished with the aid of Pd-catalyzed intramolecular carbon-nitrogen and carbon-oxygen bond formations. The catalyst system described herein allows the cyclization to proceed under very mild conditions and thus could be applied to a wide range of substrates with acid- or base-sensitive functional groups. A total synthesis for the indazole ring-containing natural product nigellicine is also described.