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Updated: Sep 14, 2025
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
One-Pot Metal-Free Synthesis of Diarylamines from Aromatic Aldehydes and Anilines
Piotr Szcześniak1, Bartłomiej Furman1
1Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Abstract:
A novel and environmentally friendly method has been developed for the synthesis of a broad range of diarylamines from inexpensive and readily available starting materials, such as aromatic aldehydes and amines. The process follows a one-pot strategy in which imine formation is succeeded by an oxidative rearrangement analogous to the Meinwald reaction and concludes with a light-induced deformylation step. This efficient transformation proceeds in a single vessel with a high atom economy under mild, metal-free conditions. The methodology was further demonstrated as a key step in the synthesis of phentolamine, a reversible, nonselective α-adrenergic blocker used in the treatment of hypertensive emergencies.
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