Synthesis and chemical reactivity of indenoisoxazoles
作者:
Thomas L. Lemke,
Kailash N. Sawhney,
B. Kaye Lemke,
期刊:
Journal of Heterocyclic Chemistry
(WILEY Available online 1982)
卷期:
Volume 19,
issue 2
页码: 363-368
ISSN:0022-152X
年代: 1982
DOI:10.1002/jhet.5570190229
出版商: Wiley‐Blackwell
数据来源: WILEY
摘要:
AbstractTreatment of 2‐pivaloyl‐1,3‐indandione (1) with hydroxylamine under acidic conditions, results in formation of 8‐t‐butylindeno[1,2‐c]isoxazol‐7‐one (2) while treatment of the triketone with hydroxylamine at neutral or basicpH gave6which upon cyclization gave the isomeric 3‐t‐butylindeno[1,2‐c]isoxazol‐4‐one (7). Compound7was readily reduced to amine12by treatment with hydrazine or hydrogen over platinum. The amine, although quite unreactive, was converted to 3‐t‐butylindeno[1,2‐c]pyrazol‐4‐one (13) with hydrazine or reduced to15and16with sodium in liquid ammonia and alcohol. Surprisingly, the amine3obtained from isoxazole2gave reduction product15from a sodium‐liquid ammonia reduction and not the expected product18.Spectral evidence fo
点击下载:
PDF
(414KB)
返 回