863988-31-2Relevant academic research and scientific papers
Aerobic Direct C(sp2)-H Hydroxylation of 2-Arylpyridines by Palladium Catalysis Induced with Aldehyde Auto-Oxidation
Das, Prasenjit,Saha, Debajyoti,Saha, Dibyajyoti,Guin, Joyram
, p. 6050 - 6054 (2016/09/09)
Herein we present a Pd-catalyzed direct C-H hydroxylation of 2-arylpyridines using molecular oxygen (O2) as the sole oxidant. The key aspects of the method include: (a) the activation of molecular oxygen with a nontoxic and inexpensive aldehyde
Synthesis of Chemically and Configurationally Stable Monofluoro Acylboronates: Effect of Ligand Structure on their Formation, Properties, and Reactivities
Noda, Hidetoshi,Bode, Jeffrey W.
supporting information, p. 3958 - 3966 (2015/04/14)
The recent disclosures of two classes of acylborons, potassium acyltrifluoroborates (KATs) and N-methyliminodiacetyl (MIDA) acylboronates, demonstrated that certain acylboron species can be both remarkably stable and uniquely reactive. Here we report new classes of ligands for acylboronates that have a significant influence on the formation, properties, and reactivities of acylboronates. Our systematic investigations identified a class of neutral, monofluoroboronates that can be prepared in a one step, gram-scale fashion from readily accessible KATs. These monofluoroboronates are stable to air, moisture, and silica gel chromatography and can be easily handled without any special precautions. X-ray crystallography, NMR spectroscopy, and HPLC studies showed that they are tetravalent, configurationally stable B-chiral acylboronates. Significantly, the ligands on the boronate allow for fine-tuning of the properties and reactivity of acylboronates. In amide-forming ligation with hydroxylamines under aqueous conditions, a considerable difference in reactivity was observed as a function of ligand structure. The solid-state structures suggested that subtle steric and conformational factors modulate the reactivities of the acylboronates.
Direct ortho-Hydroxylation of 2-Phenylpyridines using Palladium(II) Chloride and Hydrogen Peroxide
Yamaguchi, Tomoaki,Yamaguchi, Eiji,Tada, Norihiro,Itoh, Akichika
supporting information, p. 2017 - 2021 (2015/06/23)
Direct functionalization of the ubiquitous C-H bond is receiving much attention because complex structures can be formed from simple precursors. This paper reports a useful method for the direct hydroxylation of 2-phenylpyridines using palladium(II) chloride and aqueous hydrogen peroxide. In this method, hydrogen peroxide, which has high atom efficiency, is employed as the oxidant and phenol derivatives are generated via C-H activation.
PdCl2 and N-hydroxyphthalimide co-catalyzed c sp 2 -H hydroxylation by dioxygen activation
Yan, Yuepeng,Feng, Peng,Zheng, Qing-Zhong,Liang, Yu-Feng,Lu, Jing-Fen,Cui, Yuxin,Jiao, Ning
supporting information, p. 5827 - 5831 (2013/06/27)
Rad transition: The combination of transition-metal-catalyzed C-H activation and a NHPI-initiated radical process is essential for the title transformation. The neutral conditions and the ideal oxidant, molecular oxygen, make this hydroxylation environmen
