Generic placeholder image

Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Unexpected Opening of the Benzodiazepine Ring During Acetylation

Author(s): Constantinos A. Tsoleridis, Constantinos Neochoritis, Minodora Pozarentzi and Julia Stephanidou-Stephanatou

Volume 5, Issue 1, 2008

Page: [22 - 25] Pages: 4

DOI: 10.2174/157017808783330225

Price: $65


Reaction of 2,4-diaryl-2,3-dihydro-1H-1,5-benzodiazepines 1 either with acetyl chloride in dry CH2Cl2 in the presence of pyridine, or with acetic anhydride in the presence or absence of base afforded, after unexpected opening of the benzodiazepine ring, N-butenylidene-amino-phenylacetamides 3 in excellent yields instead of the expected ring tautomers 2.

Keywords: 2,3-dihydro-1H-1, 5-benzodiazepines, acetylation, 2-N-butenylidene-amino-phenylacetamides, benzodiazepine ring opening, ring-chain tautomerism

Rights & Permissions Print Export Cite as
© 2023 Bentham Science Publishers | Privacy Policy