与原异麦角甾苷相关的溴代羟基蒽醌的区域定向合成。
Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins.
作者信息
Roy Joyeeta, Mal Tanushree, Jana Supriti, Mal Dipakranjan
机构信息
Department of Chemistry, Indian Institute of Technology, Kharagpur- 721302, India.
出版信息
Beilstein J Org Chem. 2016 Mar 16;12:531-6. doi: 10.3762/bjoc.12.52. eCollection 2016.
Abstract
Dibromobenzoisofuranone 12, synthesized in six steps, was regiospecifically annulated with 5-substituted cyclohexenones 13/36 in the presence of LiOt-Bu to give brominated anthraquinones 14/38 in good yields. Darzens condensation of 30 was shown to give chain-elongated anthraquinone 32. Alkaline hydrolysis of 38 furnished 39 representing desulfoproisocrinin F.
摘要
经六步合成的二溴苯并异呋喃酮12，在叔丁醇锂存在下与5-取代环己烯酮13/36进行区域特异性环合反应，以良好的产率得到溴代蒽醌14/38。结果表明，30的达参缩合反应生成了链延长的蒽醌32。38的碱性水解得到了代表去硫原异克菌素F的39。
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