Nucleophilic Amination of Methoxy Arenes by a Sodium Hydride-Iodide Composite.

Title Nucleophilic Amination of Methoxy Arenes by a Sodium Hydride-Iodide Composite.
Authors A. Kaga; H. Hayashi; H. Hakamata; M. Oi; M. Uchiyama; R. Takita; S. Chiba
Journal Angew Chem Int Ed Engl
DOI 10.1002/anie.201705916
Abstract

A new protocol for nucleophilic amination of methoxy arenes was established using sodium hydride (NaH) in the presence of lithium iodide (LiI), offering an efficient route to supply benzannulated nitrogen-heterocycles. Mechanistic studies showed that unusual concerted nucleophilic aromatic substitution operates in the present process.

Citation A. Kaga; H. Hayashi; H. Hakamata; M. Oi; M. Uchiyama; R. Takita; S. Chiba.Nucleophilic Amination of Methoxy Arenes by a Sodium Hydride-Iodide Composite.. Angew Chem Int Ed Engl. 2017. doi:10.1002/anie.201705916

Related Elements

Iodine

See more Iodine products. Iodine (atomic symbol: I, atomic number: 53) is a Block P, Group 17, Period 5 element with an atomic radius of 126.90447. The number of electrons in each of Iodine's shells is 2, 8, 18, 18, 7 and its electron configuration is [Kr] 4d10 5s2 5p5. The iodine atom has a radius of 140 pm and a Van der Waals radius of 198 pm. In its elemental form, iodine has a lustrous metallic gray appearance as a solid and a violet appearance as a gas or liquid solution. Elemental IodineIodine forms compounds with many elements, but is less active than the other halogens. It dissolves readily in chloroform, carbon tetrachloride, or carbon disulfide. Iodine compounds are important in organic chemistry and very useful in the field of medicine. Iodine was discovered and first isolated by Bernard Courtois in 1811. The name Iodine is derived from the Greek word "iodes" meaning violet.

Sodium

Sodium Bohr ModelSee more Sodium products. Sodium (atomic symbol: Na, atomic number: 11) is a Block D, Group 5, Period 4 element with an atomic weight of 22.989769. The number of electrons in each of Sodium's shells is [2, 8, 1] and its electron configuration is [Ne] 3s1. The sodium atom has a radius of 185.8 pm and a Van der Waals radius of 227 pm. Sodium was discovered and first isolated by Sir Humphrey Davy in 1807. In its elemental form, sodium has a silvery-white metallic appearance. It is the sixth most abundant element, making up 2.6 % of the earth's crust. Sodium does not occur in nature as a free element and must be extracted from its compounds (e.g., feldspars, sodalite, and rock salt). The name Sodium is thought to come from the Arabic word suda, meaning "headache" (due to sodium carbonate's headache-alleviating properties), and its elemental symbol Na comes from natrium, its Latin name.

Related Forms & Applications