Synthesis and Characterization of 2H-, 3H- and 4H-Azepine: The First Observation of the Thermal Distribution Equilibrium of Azepines

DOI: 10.1039/c39910001154

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 1154 - 1156 (1991)

Update date:2022-09-26

Topics:

Authors:

Satake, Kyosuke

Okuda, Ryoichi

Hashimoto, Michiaki

Fujiwara, Yasushi

Watadani, Izumi

et al. et al.

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Article abstract of DOI:10.1039/c39910001154

Demethoxycarbonylation of methyl 2,5-di-tert-butyl-1H-azepine-1-carboxylate using 1,8-diazabicyclo<5.4.0>undec-7-ene gives exclusively two isomers of 3H-azepine derivatives, while methyl 3,6-di-tert-butyl-1H-azepine-1-carboxylate gives a mixture of 2H-, 3H- and 4H-azepine derivatives under the same conditions because of a 1,5-hydrogen shift in the resulting triene system.

Full text of DOI:10.1039/c39910001154

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