A novel Lewis acid-catalyzed oxidation of benzylamines to the corresponding amides has been developed. Using 10 mol% of ZnBr(2) or FeCl(3) as the catalyst and TBHP as the oxidant, amides were produced under mild conditions.

Download full-text PDF

Source
http://dx.doi.org/10.1039/c2cc37149aDOI Listing

Publication Analysis

Top Keywords

lewis acid-catalyzed
8
acid-catalyzed oxidation
8
oxidation benzylamines
8
benzylamines benzamides
4
benzamides novel
4
novel lewis
4
benzylamines corresponding
4
corresponding amides
4
amides developed
4
developed mol%
4

Similar Publications

The endoperoxide scaffold is found in numerous natural products and synthetic substances of pharmaceutical interest. The main challenge to their synthetic access remains the preparation of chiral compounds due to the weakness of the peroxide bond, which limits the scope of available or applicable methods. Here, we demonstrate how peroxycarbenium species can be trapped by silylated nucleophiles with high enantioselectivities and diastereoselectivities when applicable, using a chiral imidophosphorimidate (IDPi) as a catalyst.

View Article and Find Full Text PDF

Lewis acid-catalyzed [2π+2σ] cycloaddition of dihydropyridines with bicyclobutanes.

Chem Commun (Camb)

January 2025

Organisch-Chemisches Institut, Universität Münster, Corrensstraße 40, 48149 Münster, Germany.

Herein we report a simple BF-catalyzed cycloaddition of dihydropyridines with bicyclobutanes for the expedient synthesis of novel three-dimensional azacycle-fused bicyclo[2.1.1]hexane scaffolds.

View Article and Find Full Text PDF

Although great advancement has been made in synthesis of 3D bridged bicyclic[n.1.1]-bioisosteres, facile construction of 2D/3D merged molecules incorporating bridged rings, as novel chemical space in drug discovery, remains a significant challenge.

View Article and Find Full Text PDF

Electrogenerated Lewis Acid-Catalyzed Claisen Rearrangement of Allyl Aryl Ethers.

Org Lett

December 2024

Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan.

Catalysts for Claisen rearrangement have been intensively studied to overcome the need for high temperature. However, previous studies have encountered challenges, such as the need for heating, a long reaction time, and/or the need for equivalent amounts of catalyst. In this study, we introduce an effective electrogenerated boron-based Lewis acid catalyst for the aromatic Claisen rearrangement, which proceeds in a few minutes at ambient temperature.

View Article and Find Full Text PDF

A Trithia-Bridged N-Heterotriangulene: The Hitherto Missing Electron Donor.

Angew Chem Int Ed Engl

December 2024

Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.

The very first representative of trithia-bridged N-heterotriangulene, a triphenylamine with sulfur atoms bridging the ortho-positions, was synthesized by a sequence of regioselective sulfenylation with phthalimidesulfenyl chloride followed by Lewis acid-catalyzed electrophilic cyclization. X-ray crystallography revealed a saddle-shaped geometry of the polycyclic scaffold. UV/Vis absorption spectroscopy and cyclic voltammetry were used to characterize the optoelectronic properties.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!