从苯乙烯到二氢苯并硅咯的通用实用一锅合成法。
General and practical one-pot synthesis of dihydrobenzosiloles from styrenes.
机构信息
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607-7061, USA.
出版信息
Org Lett. 2012 Feb 3;14(3):914-7. doi: 10.1021/ol203428c. Epub 2012 Jan 24.
Abstract
A one-pot synthesis of dihydrobenzosiloles from styrenes has been developed. The reaction involves the nickel-catalyzed hydrosilylation of styrene with diphenylsilane, followed by the iridium-catalyzed dehydrogenative cyclization. This method is efficient for both electron-rich and -deficient styrenes and exhibits good functional group tolerance, as well as excellent regioselectivity. The forming dihydrobenzosiloles can be efficiently converted into valuable benzosiloles or 2-hydroxyphenethyl alcohols.
摘要
已开发出一种从苯乙烯一锅合成二氢苯并硅杂环戊二烯的方法。该反应涉及镍催化苯乙烯与二苯硅烷的硅氢化反应，然后是铱催化的脱氢环化反应。该方法对富电子和缺电子的苯乙烯都有效，具有良好的官能团耐受性以及优异的区域选择性。形成的二氢苯并硅杂环戊二烯可以有效地转化为有价值的苯并硅杂环戊二烯或 2-羟基苯乙醇。
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