N-chloramine rearrangements. The use of cyclobutylamine as a pyrrolideine precursor.

✍ Scribed by Fred M. Schell; Anita M. Smith

• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 122 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)81796-7

✦ Synopsis

Exposure of N-chloro-N-cyclobutyl-3,4-dimethoxyphenethylamine to silver ion in benzene results in efficient ring expansion to a pyrrolideine that can be trapped via Pictet-Spengler reaction.

As part of a continuing study of N-chloramine rearrangements' we decided to explore the reactivity of a simple cyclobutyl amine derivative.

Gassman and Carrasquillo* previously