Abstract
Formation of 2-bromo-4-t-butyl-7-methoxy-2H-azepine and 4-t-butyl-7-methoxy-2-succinimidyl-2H-azepine by the respective reactions of 5-t-butyl-2-methoxy-3H-azepine with bromine and NBS suggests a plausible mechanism for the conversion of 3H-azepine to 2H-azepine as 1,4-addition of an electrophile and a consequent 1,2-dehydrobromination. Different from the case of cycloheptatriene, reaction of 3H-azepine with bromine did not give any delocalized ionic species.
Original language | English |
---|---|
Pages (from-to) | 2211-2215 |
Number of pages | 5 |
Journal | Heterocycles |
Volume | 60 |
Issue number | 10 |
DOIs | |
Publication status | Published - Oct 1 2003 |
Externally published | Yes |
ASJC Scopus subject areas
- Analytical Chemistry
- Pharmacology
- Organic Chemistry