[4+2] Annulation of arylmethylphosphonochloridates with dibenzo[b, f][1, 4]oxazepines: a practical approach to polycyclic benzo-δ-phosphonolactams. (6th January 2023)

• Record Type: Journal Article
• Authors: Yuan, Xin; Lei, Yelong; Fu, Zhicheng; Xu, Jiaxi
• Is Part Of: New journal of chemistry. Volume 47:Number 5(2023)
• Page Start: 2431
• Page End: 2435
• Publication Date: 2023-01-06
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d2nj05558a
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Polycyclic benzo-δ-phosphonolactams were synthesized from readily available ethyl arylmethylphosphonochloridates and dibenzo[ b, f ][1, 4]oxazepines via one-pot [4+2] annulation. Abstract : A novel and transition metal-free synthesis of benzo-δ-phosphonolactams from readily available ethyl arylmethylphosphonochloridates and dibenzo[ b, f ][1, 4]oxazepines was developed. The reaction includes tandem phosphonylation, deprotonation, intramolecular nucleophilic addition, and aromatization, affording various polycyclic benzo-δ-phosphonolactams in moderate to good yields and diasteroselectivity in one-pot (up to 96% yield and 83 : 17 dr).