TY - JOUR
T1 - Synthesis and characterization of 2H-, 3H- and 4H-azepine
T2 - The first observation of the thermal distribution equilibrium of azepines
AU - Satake, Kyosuke
AU - Okuda, Ryoichi
AU - Hashimoto, Michiaki
AU - Fujiwara, Yasushi
AU - Watadani, Izumi
AU - Okamoto, Hideki
AU - Kimura, Masaru
AU - Morosawa, Shiro
PY - 1991/12/1
Y1 - 1991/12/1
N2 - 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.
AB - 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.
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U2 - 10.1039/C39910001154
DO - 10.1039/C39910001154
M3 - Article
AN - SCOPUS:0025740172
SN - 0022-4936
SP - 1154
EP - 1156
JO - Journal of the Chemical Society, Chemical Communications
JF - Journal of the Chemical Society, Chemical Communications
IS - 17
ER -