Chemodivergent, One-Pot, Multi-Component Synthesis of Pyrroles and Tetrahydropyridines under Solvent- and Catalyst-Free Conditions Using the Grinding Method

详细信息    查看全文

• 作者：Isaivani Dhinakaran ; Vediappen Padmini ; Nattamai Bhuvanesh
• 刊名：ACS Combinatorial Science
• 出版年：2016
• 出版时间：May 9, 2016
• 年：2016
• 卷：18
• 期：5
• 页码：236-242
• 全文大小：506K
• 年卷期：0
• ISSN：2156-8944

文摘

A highly efficient, chemoselective synthesis of a library of polysubstituted pyrroles and tetrahydropyridines has been achieved through the one-pot, multicomponent reactions of ethyl (E)-3-(aryl/alkyl amino) acrylates, 2,2-dihydroxy-1-arylethan-1-ones, and malononitrile under solvent- and catalyst-free grinding conditions. The selective formation of pyrrole or tetrahydropyridines relied on substitution of the N-aryl of ethyl (E)-3-(4-arylamino) acrylates. These reactions presumably occurred via a domino Knoevenagel condensation and Michael addition followed by an intramolecular cyclization sequence of reactions in a single transformation.