Yamamoto, Eiji; Ukigai, Satoshi; Ito, Hajime published the artcile< Boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with silylborane and an alkoxy base: expanded scope and mechanistic studies>, Formula: C13H19BrN4O2, the main research area is arylbromide dimethylphenylsilyl boronic acid pinacol ester borylation; boronic acid pinacol ester aryl preparation; aryl iodide aryl boronate Suzuki coupling biaryl preparation; alkenyl halide dimethylphenylsilyl boronic acid pinacol ester borylation; alkenylboronate preparation.
A transition-metal-free method was developed for the boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with a silylborane in the presence of an alkali-metal alkoxide. The base-mediated boryl substitution of organohalides with a silylborane was recently reported to provide the corresponding borylated products in good to high yields, and exhibit good functional group compatibility and high tolerance to steric hindrance. The scope of this transformation was extended significantly to include a wide variety of functionalized aryl-, heteroaryl- and alkenyl halides. In particular, the boryl substitution of (E)- and (Z)-alkenyl halides proceeded smoothly to afford the corresponding alkenyl boronates in good to high yields with retention of the configuration using modified reaction conditions. The results of the mechanistic studies suggest that this boryl substitution proceeds via a carbanion-mediated mechanism.
Chemical Science published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Formula: C13H19BrN4O2.
Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics