A novel solid state Michael addition reaction of N-heterocyclic compounds containing active C—H bond

✍ Scribed by Li Xiao-Lu; Wang Yong-Mei; Tian Bing; Meng Ji-Ben

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 670 KB
• Volume: 14
• Category: Article
• ISSN: 0256-7660
• DOI: 10.1002/cjoc.19960140507

✦ Synopsis

Abstract

In this paper, a novel solid state Michael‐type addition reaction of N‐heterocyclic compounds containing the active‐CH group was investigated. 3‐Methyl‐l‐phenyl‐5‐pyrazolone (MPP) and indole (In) reacted with 4‐arylmethylene‐3‐methyl‐l‐phenyl‐5‐pyrazolone (1) in the solid state at room temperature to give the corresponding adducts, aryl‐4,4′‐bis(5‐hydroxy‐3‐methyl‐l‐phenylpyrazolyl) methane (2a—n) and l‐aryl‐l‐(5′‐hydroxy‐3′‐methyl‐L'‐phenyl‐4′‐pyrazolyl)‐l‐(3′‐indolyl) methane (Sa—n), respectively. This is a feasible method for preparing the compound which contains two heterocyclic groups on the same carbon.