17133-51-6

Basic information

• Product Name: 1-(2-bromopropanoyl)indoline
• Synonyms: 1-(2-bromopropanoyl)indoline
• CAS NO: 17133-51-6
• Molecular Formula: C₁₁H₁₂BrNO
• Molecular Weight: 254.12308
• Mol File: 17133-51-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 142 °C
• Boiling Point: 399.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.486±0.06 g/cm3(Predicted)
• PKA: 0.93±0.20(Predicted)
• CAS DataBase Reference: 1-(2-bromopropanoyl)indoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-bromopropanoyl)indoline(17133-51-6)
• EPA Substance Registry System: 1-(2-bromopropanoyl)indoline(17133-51-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 17133-51-6(Hazardous Substances Data)

Usage

General Description

1-(2-bromopropanoyl)indoline is a chemical compound with the molecular formula C13H14BrNO. It is a synthetic organic compound that belongs to the class of indole derivatives and contains a bromine atom attached to the carbon chain. 1-(2-bromopropanoyl)indoline is mainly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It has potential applications in the field of medicinal chemistry and drug discovery due to its unique structural properties. Additionally, 1-(2-bromopropanoyl)indoline may also have potential uses in the field of organic synthesis and material science, making it a versatile and valuable chemical compound in various industrial and research applications.

Upstream product

• 496-15-1 1-indoline 
• 56857-92-2 1-(indolin-1-yl)propan-1-one 
• 71-91-0 tetraethylammonium bromide 
• 563-76-8 α-bromopropionyl bromide 

Downstream Products

• 1239488-19-7 (R)-1-(indolin-1-yl)-2-phenylpropan-1-one 
• 1239488-10-8 (S)-1-(indolin-1-yl)-2-phenylpropan-1-one 

Relevant articles and documents

Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines

α-Chiral alkyl primary amines are virtually universal synthetic precursors for all other α-chiral N-containing compounds ubiquitous in biological, pharmaceutical, and material sciences. The enantioselective amination of common alkyl halides with ammonia is appealing for potential rapid access to α-chiral primary amines, but has hitherto remained rare due to the multifaceted difficulties in using ammonia and the underdeveloped C(sp3)-N coupling. Here we demonstrate sulfoximines as excellent ammonia surrogates for enantioconvergent radical C-N coupling with diverse racemic secondary alkyl halides (>60 examples) by copper catalysis under mild thermal conditions. The reaction efficiently provides highly enantioenrichedN-alkyl sulfoximines (up to 99% yield and >99% ee) featuring secondary benzyl, propargyl, α-carbonyl alkyl, and α-cyano alkyl stereocenters. In addition, we have converted the masked α-chiral primary amines thus obtained to various synthetic building blocks, ligands, and drugs possessing α-chiral N-functionalities, such as carbamate, carboxylamide, secondary and tertiary amine, and oxazoline, with commonly seen α-substitution patterns. These results shine light on the potential of enantioconvergent radical cross-coupling as a general chiral carbon-heteroatom formation strategy.

Nickel-Catalyzed Asymmetric C-Alkylation of Nitroalkanes: Synthesis of Enantioenriched β-Nitroamides

A general catalytic method for asymmetric C-alkylation of nitroalkanes using nickel catalysis is described. This method enables the formation of highly enantioenriched β-nitroamides from readily available α-bromoamides using mild reaction conditions that are compatible with a wide range of functional groups. When combined with subsequent reactions, this method allows access to highly enantioenriched products with nitrogen-bearing fully substituted carbon centers.