𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Heterocyclole als Zwischenprodukte einer neuen, überraschenden Umlagerung bei der Reaktion von 3-(Dimethylamino)-2,2-dimethyl-2H-azirin mit monosubstituierten Parabansäuren. Vorläufige Mitteilung

✍ Scribed by Marlise Dähler; Roland Prewo; Jost H. Bieri; Heinz Heimgartner


Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
499 KB
Volume
66
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis


Cyclols as Intermediates in the Reaction of 3‐(Dimethylamino)‐2,2‐dimethyl‐2__H__‐azirine with Monosubstituted Parabanic Acids; a New and Unexpected Rearrangement

The reaction of 3‐(dimethylamino)‐2,2‐dimethyl‐2__H__‐azirine (1) with N‐methylparabanic acid (4) in 2‐propanol at room temperature gives the cyclol 5 in 97% yield. In acetonitrile solution 5 rearranges to the imidazoline derivative 6 (Scheme 2). The structures of the unexpected products 5 and 6 have been established by X‐ray crystallography.