Oxidative Debenzylation of N-Benzyl Amides and O-Benzyl Ethers Using Alkali Metal Bromide was written by Moriyama, Katsuhiko;Nakamura, Yu;Togo, Hideo. And the article was included in Organic Letters in 2014.Related Products of 5339-69-5 This article mentions the following:
The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal bromide under mild conditions. This reaction provided the corresponding amides from N-benzyl amides and carbonyl compounds from O-benzyl ethers in high yields. E.g., in presence of KBr and Oxone® in MeNO2 at 30 °C, debenzylation of PhSO2NMeBn gave >99% PhSO2NHMe. Under the same conditions, oxidative debenzylation of Bu2CHOBn gave 91% Bu2CO. In the experiment, the researchers used many compounds, for example, N-Isopropylbenzenesulfonamide (cas: 5339-69-5Related Products of 5339-69-5).
N-Isopropylbenzenesulfonamide (cas: 5339-69-5) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. The presence of the amide group –C(=O)N– is generally easily established, at least in small molecules. It can be distinguished from nitro and cyano groups in IR spectra. Amides exhibit a moderately intense νCO band near 1650 cm−1. By 1H NMR spectroscopy, CONHR signals occur at low fields. In X-ray crystallography, the C(=O)N center together with the three immediately adjacent atoms characteristically define a plane.Related Products of 5339-69-5
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics