Specifications
CLASS
C-H Activation [Catalysis]
SUBCLASS
Rhodium Compounds [C-H Activation]
APPLICATION
Cp*-Rh catalyzed oxidative Heck reaction
Cp*-Rh catalyzed Direct Ar-H Sulfonamidation and Amination Reactions
Rhodium-catalyzed Annulation of N-Benzoylsulfonamide with Isocyanide through C―H Activation
Typical Procedure:
N-Benzoyl-4-methylbenzenesulfonamide (27.5 mg, 0.1 mmol), [RhCl2Cp*]2 (1.2 mg, 0.002 mmol) and Cu(OAc)2·H2O (40.0 mg, 0.2 mmol) are loaded in a dry vial which is subjected to evacuation/flushing with dry argon three times. A solution of 2,6-dimethylphenyl isocyanide (19.6 mg, 0.15 mmol) in anhydrous dichloroethane (0.8 mL) is syringed into the mixture that is then stirred at 130 °C for 20 h or until the starting material has been consumed as determined by TLC. Upon cooling to room temperature, all volatiles are evaporated and the residue is purified by preparative TLC (ethyl acetate : hexane = 1 : 2) to give the corresponding 3-(imino)isoindolinone derivative (Y. 70%, E/Z = 3 : 1). Z and E isomers are further separated by preparative TLC (methylene chloride : hexane = 10 : 1).
PUBCHEM SUBSTANCE ID
87560640.0
HAZARD STATEMENTS
H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
PRECAUTIONARY STATEMENTS
P501 : Dispose of contents/ container to an approved waste disposal plant.
P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell.
P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell.
*USAGE / SAFETY STATEMENT
For laboratory research and development purposes only.
QUALITY CERTIFICATION / COMPLIANCE
Fukaya factory is certified for GMP, ISO14001:2004 (JQA-EM5386) and IQ Net (JP-JQA-EM5386).
APPEARANCE
Light yellow to Brown powder to crystal
MOLECULAR FORMULA
C20H30Cl4Rh2
PURITY (ARGENTOMETRIC TITRATION)
min. 96.0 %
PURITY / ANALYSIS METHOD
>96.0%(T)