通过酸催化的苯并稠合烯二炔醇的级联环化反应合成 1,4-萘醌甲叉。
Synthesis of 1,4-naphthoquinone methides via acid-catalyzed cascade cyclizations of benzannulated enediynyl alcohols.
机构信息
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506-6045, United States.
出版信息
Org Lett. 2011 Jan 7;13(1):168-71. doi: 10.1021/ol102793a. Epub 2010 Dec 3.
PMID:21128652
Abstract
Treatment of benzannulated enediynyl alcohols with trifluoroacetic acid at room temperature promoted a cascade sequence of cyclization reactions, leading to 1,4-naphthoquinone methides. The transformation involved an unusual two-carbon ring expansion from the cyclic alcohols and the construction of the p-quinone methide ring from an acyclic system along the reaction pathway.
摘要
用三氟乙酸在室温下处理苯并[g]二烯基醇，可促进环化反应的级联序列，生成 1,4-萘醌甲醚。该转化涉及从环状醇中进行不寻常的两碳环扩环，以及沿反应途径从非循环体系构建 p-醌甲醚环。
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