Synthese und Reaktivität von 2- und 3-hydroxylierten Dihydro-1,4-Benzoxazinen
作者:
HerbertBartsch,
WolfgangKropp,
MatthiasPailer,
期刊:
Monatshefte für Chemie / Chemical Monthly
(Springer Available online 2004)
卷期:
Volume 110,
issue 2
页码: 267-278
ISSN:0026-9247
年代: 2004
DOI:10.1007/BF00911914
出版商: Springer_Vienna-Vienna
数据来源: Springer
摘要:
2can be pyrrolized to yield3 a, which in turn may be hydrolyzed with HCl to3 b. Acetylation of3 afollowed by a reaction with trifluoroacetic acid (TFA) gives3 e. Elimination of ethanol from3 aor of water from3 eis not possible. Treatment of1 awith pyridine/acetic anhydride andTFAor with acetic acid/acetic anhydride affords4 aand4 b, resp. Reaction of4 bin benzene/p-toluenesulfonic acid for 2 hours yields both ethers5Iand5II, whereas after 6 hours 4-acetyl-4H-1,4-benzoxazine (6) is obtained. The structures of all products are established by chemical and spectroscopic methods.
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