An efficient one pot three‐component domino reaction for the synthesis of 1,3,4‐trisubstituted pyrroles

• Published in: ChemistrySelect (Weinheim) Vol. 1; no. 4; pp. 675 - 679
• Main Authors: Kumar, Sundaravel Vivek, Muthusaravanan, Sivasubramanian, Muthusubramanian, Shanmugam, Perumal, Subbu
• Format: Journal Article
• Language: English
• Published: 01-04-2016
• Subjects: Antifungal agent; Metal free synthesis; Multicomponent domino reaction; Pyrroles
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.201600108

An efficient synthesis of 1,3,4‐trisubstituted pyrroles via three‐component domino reactions of (E)‐3‐(dimethylamino)‐1‐arylprop‐2‐en‐1‐ones, anilines and β‐nitrostyrenes in acetic acid is described. This one pot three‐component transformation presumably proceeds via addition–elimination/Michael addition/intramolecular annulation/elimination domino sequence of reactions with one C‐C and two C‐N bonds formation in a single synthetic operation. Additionally, this methodology has been applied to the formal synthesis of an antifungal agent as well.
An efficient synthesis of 1,3,4‐trisubstituted pyrroles via three‐component domino reactions of (E)‐3‐(dimethylamino)‐1‐arylprop‐2‐en‐1‐ones, anilines and β‐nitrostyrenes in acetic acid is described. This one pot three‐component transformation presumably proceeds via addition–elimination/Michael addition/intramolecular annulation/elimination domino sequence of reactions with one C‐C and two C‐N bonds formation in a single synthetic operation. Additionally, this methodology has been applied to the formal synthesis of an antifungal agent as well.