A simple route to tetracyclic oxazepine-fused pyrroles via metal-free [3+2] annulation between dibenzo[b, f][1, 4]oxazepines and aqueous succinaldehyde. (12th December 2018)

• Record Type: Journal Article
• Authors: Choudhary, Sachin; Singh, Anoop; Yadav, Jyothi; Mir, Nisar A.; Anthal, Sumati; Kant, Rajni; Kumar, Indresh
• Is Part Of: New journal of chemistry. Volume 43:Number 2(2019)
• Page Start: 953
• Page End: 962
• Publication Date: 2018-12-12
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c8nj04861d
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A direct method for the synthesis of tetracyclic oxazepine-fused pyrroles has been developed through [3+2] annulation between aqueous succinaldehyde and dibenzo[ b, f ][1, 4]oxazepines under metal-free conditions. Abstract : A direct method for the synthesis of new tetracyclic oxazepine-fused pyrroles has been developed through [3+2] annulation between aqueous succinaldehyde and dibenzo[ b, f ][1, 4]-oxazepines under metal-free conditions. This one-pot synthetic protocol involves proline-catalyzed direct Mannich/cyclization between aqueous succinaldehyde and seven-membered oxazepine-imines, followed by an IBX-mediated oxidation sequence with high yields (up to 90%).