98743-79-4Relevant academic research and scientific papers
3H-Azepines and Related Systems Part 3. Mono- and Bis-2-Alkoxy-3H-azepine-3-carboxylates and -3-carboxamides by Photolysis of Mono- and Di-o-Azidobenzoyl Derivates of Glycols and Diamines. Some Acyclic Crown Ether Analogues.
Azadi-Ardakani, Manouchehr,Salem, Salem M.,Smalley, Robert K.,Patel, Dalpat I.
, p. 1121 - 1126 (2007/10/02)
The mono-o-azidobenzoates (1a-c) of mono-, di-, and tri-ethylene glycol, on photolysis in methanol-tetrahydrofuran, yield the corresponding glycol monoesters (2a-c; R=H) of 2-methoxi-3H-azepine-3-carboxylic acid.A bis-3H-azepine-3-carboxylate (4a) is obtained from ethylene glycol di-o-azidobenzoate (3a).Similarly, bis-3H-azepine-carboxamides (12)-(14) are obtained by ringexpansion of the di-o-azidobenzoyl derivates of ethylene, and o- and p-phenylene diamines.Photolysis of the o-azidobenzoates of 2-ethoxyethanol (6a) and diethylene glycol monomethyl ether (6b) in mono- or di-ethylene glycol, or their monoalkyl ethers and tetrahydrofuran, produces 2-alkoxy-3H-azepine-3-carboxylates (5a), (5b), (7), and (8) one of which, (8), has metal cation complexing properties.Irradiation of β-hydroxyethyl o-azidobenzoate (1a) in tetrahydrofuran furnishes a diazepino 14-crown-4 analogue (18), whereas on spray pyrolysis indazoloindazole-6,12-dione (20) is obtained.
