Copper‐Catalyzed One‐Pot Synthesis of Pyrrolo[1, 2‐a]quinoxaline Derivatives from 1‐(2‐Aminophenyl)‐pyrroles and Aldehydes. Issue 1 (3rd January 2019)

• Record Type: Journal Article
• Authors: Krishna, Thalishetti; Reddy, Thatikonda Narendar; Laxminarayana, Eppakayala; Kalita, Dipak
• Is Part Of: ChemistrySelect. Volume 4:Issue 1(2019)
• Page Start: 250
• Page End: 253
• Publication Date: 2019-01-03
• Subjects: 1-(2-Aminophenyl)-pyrroles -- Aldehydes -- Copper catalysts -- Biological activity -- Pictet-Spengler reaction; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201803538
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A facile and highly efficient copper‐catalyzed strategy has been developed for the synthesis of pyrrolo[1, 2‐a]quinoxalines from 1‐(2‐aminophenyl)‐pyrroles and aldehydes at room temperature. This reaction proceeds via imine formation, cyclisation, and oxidation in one‐pot. This strategy provides a facile and rapid access to pyrrolo[1, 2‐a]quinoxalines in good to high yields under mild conditions. This process has several advantages, such as simple reaction procedure, readily available starting materials, low catalyst loading, easy product isolation, broad substrate scope, high functional group tolerance, and gram‐scale synthesis. Abstract : In this report, we disclose a facile and efficient copper‐catalyzed strategy for the synthesis of pyrrolo[1, 2‐ a ]quinoxalines via the one‐pot reaction of aldehydes with 1‐(2‐aminophenyl)‐pyrroles using Cu(OTf)2 as a catalyst at room temperature. This reaction proceeds via imine formation, cyclisation, and oxidation in one‐pot.