[4+2] Annulation of arylmethylphosphonochloridates with dibenzo[b,f][1,4]oxazepines: a practical approach to polycyclic benzo-δ-phosphonolactams?
New Journal of Chemistry Pub Date: 2022-12-22 DOI: 10.1039/D2NJ05558A
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).
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Journal Name:New Journal of Chemistry
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CAS no.: 89640-58-4