**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‐o
Cyclisierungsreaktionen β, γ-ungesättigter Kohlensäurederivate. IV [1]. Synthese von N-substituierten Thiazolidin-2-onen und 2-Alkoxy-2-thiazolinen aus β,γ-ungesättigten Thiocarbamidsäureestern
✍ Scribed by Prof. Dr. M. Mühlstädt; Dr. R. Widera
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- English
- Weight
- 460 KB
- Volume
- 323
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. IV. Synthesis of N‐Substituted Thiazolidine‐2‐ones and 2‐Alkoxy‐2‐thiazolines from β,γ‐Unsaturated Thiocarbamic Acid Esters
The reaction between N‐substituted β,γ‐unsaturated thiourethans and dry hydrogen chloride or bromine occurs in methylene chloride at room temperature. The thiourethans 1 a–4 a react with hydrogen chloride to give mixtures of corresponding 2‐alkoxy‐2‐thiazolines 6–9 and the thiazolidine‐2‐one 11 a. A useful synthetic route to N‐substituted thiazolidine‐2‐ones 11 is demonstrated by the reaction of N,N‐disubstituted β,γ‐unsaturated thiourethans with hydrogen chloride and bromine. The i.r. and H‐n.m.r.‐data of the compounds are described.
📜 SIMILAR VOLUMES
**Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. VII. Synthesis of Unequivocal N‐Acylated Thiazolidine‐2‐ones and Oxazolidine‐2‐ones** A new synthetic route to N‐acylated thiazolidine‐2‐ones and oxazolidine‐2‐ones is reported: The reaction of carboxylic acid chlorides with 2
**Cyclization Reactions of β,γ‐Unsaturated Derivatives of Carbonic Acid. V. Reactions of β,γ‐Unsaturated Carbamic Acid Esters with Sulfenyl Chlorides — Synthesis of 3,5,5‐Trisubstituted Oxazolidine‐2‐ones** N,N‐Disubstituted β,γ‐Unsaturated urethanes **1** have been cyclized to 3,5,5‐trisubstituted