针对去氧洛美维亭酮的合成研究导致了意外的 1,2-噁唑嗪和异噁唑的形成。
Synthetic studies directed toward dideoxy lomaiviticinone lead to unexpected 1,2-oxazepine and isoxazole formation.
机构信息
Department of Chemistry, Vanderbilt University, Vanderbilt Institute of Chemical Biology, Nashville, Tennessee 37235, USA.
出版信息
Org Lett. 2012 Feb 17;14(4):1027-9. doi: 10.1021/ol203390w. Epub 2012 Feb 6.
Abstract
In the course of studies directed toward the synthesis of dideoxy lomaiviticinone, 3-(nitromethyl)cyclohexenones 2a (X = H) and 2b (X = I) were prepared. The corresponding enolates were reacted with naphthazarin (1) and unexpectedly afforded 1,2-oxazepine 3 and isoxazole 4, respectively. Rationale for their formation is proposed.
摘要
在合成双脱氧洛美维亭酮的研究过程中，制备了 3-(亚硝基甲基)环己烯酮 2a（X = H）和 2b（X = I）。相应的烯醇盐与萘嗪（1）反应，出乎意料地分别得到了 1,2-噁嗪 3 和异噁唑 4。提出了它们形成的原理。
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