An Efficient Preparation of Chroman Derivatives from 3-Aryl-1-propanols and Related Compounds with 1,3-Diiodo-5,5-dimethylhydantoin under Irradiation Conditions
作者:Hideo Togo、Shusuke Furuyama
DOI:10.1055/s-0030-1258017
日期:2010.9
under irradiation with a tungsten lamp gave the corresponding chroman derivatives in good to moderate yields. The present reaction proceeds via the initial formation of an alkoxyl radical and the radical cyclization onto the aromatic ring, followed by the oxidation of the formed radical intermediate with DIH to provide the chroman derivative. The same treatment of o-biphenyldimethylcarbinol, o-phenylbenzoic
在钨灯照射下,在乙酸乙酯或 1,2-二氯乙烷中用 1,3-二碘-5,5-二甲基乙内酰脲 (DIH) 处理各种 3-芳基-1-丙醇,得到相应的色满衍生物,产率良好至中等. 本反应通过烷氧基的初始形成和芳环上的自由基环化进行,然后用DIH氧化形成的自由基中间体以提供色满衍生物。用 DIH 对邻联苯基二甲基甲醇、邻苯基苯甲酸和邻烷基苯甲酸进行相同处理,分别以良好的收率提供相应的色满衍生物和内酯衍生物。