Bifunctional reactivity of Cu(I): sequential ring opening/N-arylation.

Org Lett

Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.

Published: January 2009

The sequential use of a single Cu(I) catalyst enables the one-pot synthesis of N'-arylaminooxazolidinones through a Lewis acid catalyzed rearrangement followed by an N-arylation reaction. Contrary to previous reports, the formation of a cis-fused 5,5-membered ring system occurs during the rearrangement, as proven by X-ray crystallography.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol802357eDOI Listing

Publication Analysis

Top Keywords

bifunctional reactivity
4
reactivity cui
4
cui sequential
4
sequential ring
4
ring opening/n-arylation
4
opening/n-arylation sequential
4
sequential single
4
single cui
4
cui catalyst
4
catalyst enables
4

Similar Publications

In this study, graphitic carbon nitride (CN) and tungsten trioxide (WO) were successfully incorporated into bromine (Br)-doped graphitic carbon nitride (BCN) using an in-situ hydrothermal method. The photocatalytic efficiency of the resulting WO/Br-doped CN (WBCN) composites for the removal of tetracycline (TC) antibiotics under sunlight irradiation was evaluated. The mass ratio of WO to Br-doped CN (BCN) significantly influenced TC adsorption and photocatalytic degradation, with an optimal ratio of 9:1.

View Article and Find Full Text PDF

C-H activation is the most direct way of functionalizing organic molecules. Many advances in this field still require specific directing groups to achieve the necessary activity and selectivity. Developing C-H activation reactions directed by native functional groups is essential for their broad application in synthesis.

View Article and Find Full Text PDF

Enhanced Cooperative Generalized Compressive Strain and Electronic Structure Engineering in W-NiN for Efficient Hydrazine Oxidation Facilitating H Production.

Adv Mater

January 2025

Frontiers Science Center for New Organic Matter, Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), State Key Laboratory of Advanced Chemical Power Sources, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry, Nankai University, Tianjin, 300071, China.

As promising bifunctional electrocatalysts, transition metal nitrides are expected to achieve an efficient hydrazine oxidation reaction (HzOR) by fine-tuning electronic structure via strain engineering, thereby facilitating hydrogen production. However, understanding the correlation between strain-induced atomic microenvironments and reactivity remains challenging. Herein, a generalized compressive strained W-NiN catalyst is developed to create a surface with enriched electronic states that optimize intermediate binding and activate both water and NH.

View Article and Find Full Text PDF

We present a bifunctional catalyst consisting of a copper(I)/N-heterocyclic carbene and an organocatalytic guanidine moiety that enables, for the first time, a copper(I)-catalyzed reduction of amides with H as the terminal reducing agent. The guanidine allows for reactivity tuning of the originally weakly nucleophilic copper(I) hydrides - formed in situ - to be able to react with difficult-to-reduce amides. Additionally, the guanidine moiety is key for the selective recognition of "privileged" amides based on simple and readily available heterocycles in the presence of other amides within one molecule, giving rise to hitherto unknown site-selective catalytic amide hydrogenation.

View Article and Find Full Text PDF

Electronic and vacancy engineering of ruthenium doped hollow-structured NiO/CoO nanoreactors for low-barrier electrochemical urea-assisted energy-saving hydrogen production.

J Colloid Interface Sci

December 2024

State Key Laboratory of Chemistry and Utilization of Carbon Based Energy Resources, College of Chemistry, Xinjiang University, Urumqi 830017, Xinjiang, PR China. Electronic address:

Discovering a valid approach to achieve a novel and efficient water splitting catalyst is essential for the development of hydrogen energy technology. Herein, unique hollow-structured ruthenium (Ru)-doped nickel-cobalt oxide (Ru-NiO/CoO/NF) nanocube arrays are fabricated as high-efficiency bifunctional electrocatalysts for hydrogen evolution reaction (HER)/urea oxidation reaction (UOR) through combined electronic and vacancy engineering. The structural characterization and experimental results indicate that the doping of Ru can not only effectively modulate the electronic structure of Ru-NiO/CoO/NF, but also increase the content of oxygen vacancies in the structure of Ru-NiO/CoO/NF to stabilize the existence of oxygen vacancies during the catalytic process.

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!