66349-30-2

Basic information

• Product Name: C₁₆H₁₉NO₂P
• CAS NO: 66349-30-2
• Molecular Weight: 288.306
• Mol File: 66349-30-2.mol

Chemical Properties

• CAS DataBase Reference: C₁₆H₁₉NO₂P(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₆H₁₉NO₂P(66349-30-2)
• EPA Substance Registry System: C₁₆H₁₉NO₂P(66349-30-2)

Safety Data

• Hazardous Substances Data: 66349-30-2(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 

Relevant articles and documents

Copper-Catalyzed radical/radical Csp3-H/P-H cross-Coupling: α-Phosphorylation of aryl ketone O-Acetyloximes

The selective radical/radical cross-coupling of two different organic radicals is a great challenge due to the inherent activity of radicals. In this paper, a copper-catalyzed radical/radical Csp3-H/P-H cross-coupling has been developed. It provides a radical/radical cross-coupling in a selective manner. This work offers a simple way toward β-ketophosphonates by oxidative coupling of aryl ketone o-acetyloximes with phosphine oxides using CuCl as catalyst and PCy3 as ligand in dioxane under N2 atmosphere at 130 C for 5 h, and yields ranging from 47% to 86%. The preliminary mechanistic studies by electron paramagnetic resonance (EPR) showed that, 1) the reduction of ketone o-acetyloximes generates iminium radicals, which could isomerize to α-sp3-carbon radical species; 2)phosphorus radicals were generated from the oxidation of phosphine oxides. Various aryl ketone o-acetyloximes and phosphine oxides were suitable for this transformation.