Mild and general method for the alpha-arylation of heteroaromatic ketones.

Org Lett

Bristol-Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, USA.

Published: March 2010

AI Article Synopsis

  • A new method for Pd-catalyzed alpha-arylation of ketones with multiple heteroatoms is presented, focusing on a gentle and effective approach.
  • The efficiency of the process is influenced by the ratio of ligands to metal and the location of heteroatoms relative to the carbonyl group.
  • This method also works for cyclic imines and includes a thorough examination of how various factors, like the ligand to metal ratio, affect the outcomes.

Article Abstract

The development of a general and mild method for Pd-catalyzed alpha-arylation of a variety of ketones bearing multiple heteroatoms is described. The ligand to metal ratio and the position of the heteroatoms with respect to the carbonyl moiety significantly impact the efficiency of these transformations. In addition, these conditions were successfully applied to the alpha-arylation of cyclic imines. A detailed investigation of the scope of this methodology, including the effect of the ligand to metal ratio, is discussed.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol1000318DOI Listing

Publication Analysis

Top Keywords

ligand metal
8
metal ratio
8
mild general
4
general method
4
method alpha-arylation
4
alpha-arylation heteroaromatic
4
heteroaromatic ketones
4
ketones development
4
development general
4
general mild
4

Similar Publications

CD163, a macrophage-specific receptor, plays a critical role in scavenging hemoglobin released during hemolysis, protecting against oxidative effects of heme iron. In the bloodstream, hemoglobin is bound by haptoglobin, leading to its immediate endocytosis by CD163. While haptoglobin's structure and function are well understood, CD163's structure and its interaction with the haptoglobin-hemoglobin complex have remained elusive.

View Article and Find Full Text PDF

Strongly coordinating mediator enables single-step resource recovery from heavy metal-organic complexes in wastewater.

Nat Commun

December 2024

State Key Laboratory of Pollution Control and Resource Reuse, Tongji University, Shanghai, 200092, China.

Heavy metals complexed with organic ligands are among the most critical carcinogens threatening global water safety. The challenge of efficiently and cost-effectively removing and recovering these metals has long eluded existing technologies. Here, we show a strategy of coordinating mediator-based electro-reduction (CMBER) for the single-step recovery of heavy metals from wastewater contaminated with heavy metal-organic complexes.

View Article and Find Full Text PDF

Identifying and tuning coordinated water molecules for efficient electrocatalytic water oxidation.

Nat Commun

December 2024

Key Laboratory of Special Functional and Smart Polymer Materials of Ministry of Industry and Information Technology, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an, Shaanxi, China.

Coordination complexes are promising candidates for powerful electrocatalytic oxygen evolution reaction but challenges remain in favoring the kinetics behaviors through local coordination regulation. Herein, by refining the synergy of carboxylate anions and multiconjugated benzimidazole ligands, we tailor a series of well-defined and stable coordination complexes with three-dimensional supramolecular/coordinated structures. The coordinated water as potential open coordination sites can directly become intermediates, while the metal center easily achieves re-coordination with water molecules in the pores to resist lattice oxygen dissolution.

View Article and Find Full Text PDF

Concurrent Pressure-Induced Superconductivity and Photoconductivity Transitions in PbSeTe.

Adv Mater

December 2024

Academy for Advanced Interdisciplinary Studies and Department of Physics, Southern University of Science and Technology (SUSTech), Shenzhen, 518055, P. R. China.

Concurrent superconductivity and negative photoconductivity (NPC) are rarely observed. Here, the discovery in PbSeTe of superconductivity and photoconductivity transitions between positive photoconductivity (PPC) and NPC during compression is reported to ≈40 GPa and subsequent decompression, which are also accompanied by reversible structure transitions (3D Fm m ⇌ 2D Pnma ⇌ 3D Pm m). Superconductivity with a maximum T of ≈6.

View Article and Find Full Text PDF

Stabilizing the Fe Species of Nickel-Iron Double Hydroxide via Chelating Asymmetric Aldehyde-Containing THB Ligand for Long-Lasting Water Oxidation.

Adv Mater

December 2024

State Key Lab of High Performance Ceramics and Superfine Microstructure, Shanghai Institute of Ceramics, Chinese Academy of Sciences, Shanghai, 200050, P. R. China.

Nickel-iron layered double hydroxides (NiFe LDHs) are considered as promising substitutes for precious metals in oxygen evolution reaction (OER). However, most of the reported NiFe LDHs suffer from poor long-term stability because of the Fe loss during OER resulting in severe inactivation. Herein, a dynamically stable chelating interface through in situ transformation of asymmetric aldehyde-ligand (THB, 1,3,5-Tris(3'-hydroxy-4'-formylphenyl)-benzene) modified NiFe LDHs to anchor Fe and significantly enhance the OER stability is reported.

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!