31576-98-4

Upstream product

• 106-47-8 4-chloro-aniline 
• 536-74-3 phenylacetylene 
• 137-26-8 Thiram 
• 3158-99-4 1-phenyl-1-(2-amino-5-chlorophenyl)ethylene 
• 30169-33-6 6-Chlor-1,2-dihydro-4-phenylchinolin-2-on 
• 719-59-5 5-chloro-2-aminobenzophenone 
• 13788-59-5 N-(2-benzoyl-4-chlorophenyl)acetamide 
• 18871-66-4 N,N-dimethylacetamide dimethyl acetal 
• 10352-30-4 2,6-dichloro-4-phenylquinoline 
• 124-40-3 dimethyl amine 

Downstream Products

• 30169-33-6 6-Chlor-1,2-dihydro-4-phenylchinolin-2-on 
• 27537-94-6 7-Chlor-5-phenyltetrazolo<1,5-a>chinolin 

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.