108501-85-5

Basic information

• Product Name: 2-Propenamide, N-(2-iodophenyl)-2-methyl-
• CAS NO: 108501-85-5
• Molecular Formula: C10H10INO
• Molecular Weight: 287.1
• Mol File: 108501-85-5.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 2-Propenamide, N-(2-iodophenyl)-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenamide, N-(2-iodophenyl)-2-methyl-(108501-85-5)
• EPA Substance Registry System: 2-Propenamide, N-(2-iodophenyl)-2-methyl-(108501-85-5)

Safety Data

• Hazardous Substances Data: 108501-85-5(Hazardous Substances Data)

Upstream product

• 760-93-0 methacryloyl anhydride 
• 615-43-0 2-iodophenylamine 
• 920-46-7 Methacryloyl chloride 

Downstream Products

• 154386-63-7 N-(2-iodophenyl)-N-methylmethacrylamide 
• 122128-46-5 N-benzyl-N-(2-iodophenyl)-2-methylacrylamide 

Relevant articles and documents

Palladium-Catalyzed Synthesis of Dihydrobenzoindolones via C-H Bond Activation and Alkyne Insertion

A palladium-catalyzed intramolecular carbopalladation, intramolecular C-H bond activation, and alkyne insertion sequence for the generation of dihydrobenzoindolones is described. Products are obtained in moderate to excellent yields as single regioisomers

Palladium-Catalyzed Enantioselective Intramolecular Heck Carbonylation Reactions: Asymmetric Synthesis of 2-Oxindole Ynones and Carboxylic Acids

Herein, we report a Pd-catalyzed enantioselective domino Heck carbonylation reaction of o-iodoacrylanilides with terminal alkynes and water as the nucleophiles, affording a diversity of β-carbonylated 2-oxindole derivatives bearing a 3,3-disubstituted all-carbon quaternary stereocenter, in high yields (55–99 %) with good to excellent enantioselectivities (up to 99 % ee). The synthetic utilities of the protocol were demonstrated in the gram-scale synthesis of 2-oxindole-derived ynone 3 ea and carboxylic acid 4 a, as well as the facile synthesis of chiral 2-oxindoles with a pyrazole or isoxazole moiety.

Palladium-Catalyzed Domino Synthesis of 2,3-Difunctionalized Indoles via Migratory Insertion of Isocyanides in Batch and Continuous Flow

We report, herein, a palladium-catalyzed cascade comprising carbopalladation, migratory insertion of isocyanide and triple bond activation followed by a nucleophilic attack (OR?) to construct difunctionalized acyl indoles. The process involves

Pd/Cu-Catalyzed Enantioselective Sequential Heck/Sonogashira Coupling: Asymmetric Synthesis of Oxindoles Containing Trifluoromethylated Quaternary Stereogenic Centers

An asymmetric palladium and copper co-catalyzed Heck/Sonogashira reaction between o-iodoacrylanilides and terminal alkynes to synthesize chiral oxindoles was developed. In particular, a wide range of CF3-substituted o-iodoacrylanilides reacted