Related Experiment Video
Updated: Jun 5, 2025
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
A General Pd-Catalyzed C2-H Arylation of Benzoxazoles with Highly Sterically Congested Aryl Chlorides Enabled by a
Weijian Song1, Man Ho Tse1, Yu Kiu Lau1
1Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong 999077, P. R. China.
Abstract:
The benzoxazole core, featuring a sterically congested 2,6-disubstituted aryl fragment at the C2 position, exhibits exclusive three-dimensional structures that are essential for particular applications in material science and pharmaceutical development. Despite their importance, the synthesis of these compounds has posed challenges with an efficient preparation strategy still lacking. In this study, we introduced a new indolylphosphine ligand, PCy-Man-phos, specifically designed to facilitate the C2-H arylation of benzoxazoles with sterically hindered aryl chlorides in general. The excellent functional group compatibility and rich arene substituted pattern enable the creation of highly decorated and sterically demanding 2-arylbenzoxazole frameworks, showing significant potential for diverse synthetic applications.
More Related Videos
19:58Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Related Concept Videos
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
Electrophilic Aromatic Substitution: Friedel–Crafts Acylation of Benzene
Electrophilic Aromatic Substitution: Friedel–Crafts Alkylation of Benzene
Nucleophilic Aromatic Substitution: Elimination–Addition