Cyclisierungsreaktionen β, γ‐ungesättigter Kohlensäurederivate. II. Reaktionen β, γ‐ungesättigter Carbamidsäurederivate mit elektrophilen Reagenzien ‐ Synthese von N‐substituierten Oxazolidin‐2‐onen

• Published in: Journal für Praktische Chemie
• Main Authors: Mühlstädt, M., Widera, R.
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley 1980
• Subjects: Carbonic acid
• Online Access: http://dx.doi.org/10.1002/prac.19803220117; http://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19803220117; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19803220117; https://onlinelibrary.wiley.com/doi/pdf/10.1002/prac.19803220117

Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. II. Reactions of β,γ‐Unsaturated Carbamic Acid Esters with Electrophilic Reagents — Synthesis of N‐Substituted Oxazolidine‐2‐ones N,N‐Disubstituted β,γ‐unsaturated urethans have been cyclized to N‐substituted oxazolidine‐2‐ones by dry hydrogen chloride in methylene chloride. The N‐substituted urethan 1a reacts with hydrogen chloride to form the urethan 2a and the 2‐oxazoline 3 Reaction of 1 with bromine yields the corresponding N‐substituted 5‐bromomethyl oxazolidine‐2‐ones 6