31597-40-7

Upstream product

• 5855-56-1 2-chloro-4-phenylquinoline 
• 124-40-3 dimethyl amine 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 62-53-3 aniline 
• 536-74-3 phenylacetylene 
• 85-99-4 2-acetamidobenzophenone 
• 5855-57-2 4-phenyl-2-quinolinone 

Relevant academic research and scientific papers

Iodine-Promoted Formal [5+1] Annulation of 2-Vinylanilines and Thiurams: A Facile Approach to the Synthesis of 2-Aminoquinolines

Quinolines, especially 2-aminoquinolines, are highly important heterocycles in medicinal chemistry. 2-Aminoquinolines can be synthesized by stepwise construction of the quinoline ring followed by additional amination; however, this protocol is cumbersome. Here, we describe a [5+1]-cyclization of 2-vinylanilines with tetraalkylthiuram disulfides in the presence of iodine and copper(II) triflate. This reaction directly employs readily available and low-cost thiuram as both a C1 synthon and a nitrogen source, providing a facile approach to one-step syntheses of a variety of 2-aminoquinolines in good to excellent yields.