Abstract
A 3-azabicyclo[3.2.0]hepta-1,4-diene with no substituent in the cyclobutene moiety has been prepared for the first time; it undergoes extremely facile electrophilic attack at the β-position to give the ring-opened product, probably by a retro-Friedel-Crafts process. The title compound also undergoes a novel reaction with dimethyl acetylenedicarboxylate to afford the azepine.
Original language | English |
---|---|
Pages (from-to) | 4667-4671 |
Number of pages | 5 |
Journal | European Journal of Organic Chemistry |
Issue number | 22 |
DOIs | |
State | Published - 2004/11/12 |
Keywords
- Azepine
- Retro-Friedel - Crafts reaction
- Ring opening
- Small ring system
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry