One‐Pot Mannich, Aza‐Wittig and Dehydrofluorinative Aromatization Reactions for Direct Synthesis of 2, 3‐Disubstituted 4‐Aminoquinolines. Issue 23 (20th October 2020)

• Record Type: Journal Article
• Authors: Zhang, Xiaofeng; Ma, Xiaoming; Qiu, Weiqi; Awad, JohnMark; Evans, Jason; Zhang, Wei
• Is Part Of: Advanced synthesis & catalysis. Volume 362:Issue 23(2020)
• Page Start: 5513
• Page End: 5517
• Publication Date: 2020-10-20
• Subjects: 4-Aminoquinolines -- Aza-Wittig -- Mannich -- Dehydrofluorinative -- One-pot; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202000734
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: One‐pot synthesis of 2, 3‐disubstituted 4‐aminoquinolines is developed through a three‐component reaction of 2‐azidobenzaldehydes, α ‐fluoro‐ β ‐ketoesters and amines involving cascade Mannich, aza‐Wittig and dehydrofluorinative aromatization. The method is applicable to other functionalized quinolines. It is a pot, atom and step economy (PASE) synthesis of biologically interesting 4‐aminoquinolines relevant to hydroxychloroquine and chloroquine. Abstract :