A New Facile Iodine‐Promoted One‐Pot Synthesis of Dihydroquinazolinone Compounds. Issue 24 (25th June 2018)

• Record Type: Journal Article
• Authors: Setikam, Praveen Kumar; Valavala, Narayana Murthy; Komanduri, Ravi Ganesh; Rapolu, Venkateshwarlu; Golagani, Srinivas Rao; Tadiparthi, Krishnaji; Akula, Raghunadh
• Is Part Of: ChemistrySelect. Volume 3:Issue 24(2018)
• Page Start: 6836
• Page End: 6839
• Publication Date: 2018-06-25
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201800695
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A one‐pot iodine catalyzed reaction has been developed for the preparation of dihydroquinazolinones from isatoic anhydride, enaminones, and amines in modest to good yields. The reaction has been screened in various catalysts and solvents and a gram scale experiment has been performed based on the optimum conditions. A possible mechanism has been proposed based on the control experiments. The reaction has been checked with broad range of substrates. Abstract : We have developed a short and efficient methodology for the synthesis of dihydroquinazolinones via multi‐component reaction strategy in good yields from isatoic anhydride, enaminones and amine in modest to good yields. The reaction has also been checked with various substrates. The quinazolinone synthesis proceeds via a sequential series of reactions such as nucleophilic attack of amine group on carbonyl group of isatoic anhydride followed ring opening and subsequent decarboxylation and heterocyclization with enaminones