5369-19-7Relevant articles and documents
One-Pot Generation of Benzynes from Phenols: Formation of Primary Anilines by the Deoxyamination of Phenols
Akai, Shuji,Ikawa, Takashi,Masuda, Shigeaki
, (2020/03/23)
Benzynes were selectively generated in situ from phenols and trapped regioselectively with potassium hexamethyldisilazide to form primary anilines following acidic workup. The direct conversion of a phenolic hydroxyl group into a free amino group is a useful method for the preparation of primary aryl amines that are hard to synthesize by using coupling reactions involving phenol derivatives with ammonia. Whereas reactions of ortho- and meta-substituted phenols produced meta-substituted anilines exclusively, those of para-substituted phenols provided ortho-silylanilines.
Pyridyl Radical Cation for C?H Amination of Arenes
R?ssler, Simon L.,Jelier, Benson J.,Tripet, Pascal F.,Shemet, Andrej,Jeschke, Gunnar,Togni, Antonio,Carreira, Erick M.
supporting information, p. 526 - 531 (2019/01/04)
Electron-transfer photocatalysis provides access to the elusive and unprecedented N-pyridyl radical cation from selected N-substituted pyridinium reagents. The resulting C(sp2)?H functionalization of (hetero)arenes furnishes versatile intermediates for the development of valuable aminated aryl scaffolds. Mechanistic studies that include the first spectroscopic evidence of a spin-trapped N-pyridyl radical adduct implicate SET-triggered, pseudo-mesolytic cleavage of the N?X pyridinium reagents mediated by visible light.
Preparation method of m-alkylaniline
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Paragraph 0009, (2017/10/31)
A preparation method of m-alkylaniline employs reduction of m-alkylazobenzene to prepare m-alkylaniline, and the reduction may be carried out in two ways; to be specific, in the first way, m-alkylazobenzene, a metal, an acid and a solvent are added directly into a reactor, wherein the metal is iron or zinc, the acid is acetic acid or hydrochloric acid, the solvent is methanol or ethanol, reacting proceeds at room temperature for 24 h, and a product is separated to obtain the m-alkylaniline; in the second way, the reduction is carried out through catalytic hydrogenation to obtain the product m-alkylaniline. The preparation method of the invention is simple and has few steps.