三氟甲磺酸钪催化的1,2-联烯酮的吲哚化反应：β-吲哚基-α,β-不饱和（E）-烯酮和β,β-双吲哚基酮的可控高选择性合成
Sc(OTf)3-catalyzed indolylation of 1,2-allenic ketones: controlled highly selective synthesis of beta-indolyl-alpha,beta-unsaturetated (E)-enones and beta,beta-bisindolyl ketones.
作者信息
Ma Shengming, Yu Shichao
机构信息
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai.
出版信息
Org Lett. 2005 Oct 27;7(22):5063-5. doi: 10.1021/ol052073z.
PMID:16235958
Abstract
[reaction: see text] A novel highly stereoselctive synthesis of beta-indolyl-alpha,beta-unsaturated (E)-enones by the hydroindolylation of the beta,gamma-C=C bond of 1,2-allenic ketones in the presence of 5 mol % Sc(OTf)(3) was developed. beta,beta-Bisindolyl ketones were prepared by using 2.5 equiv of indoles. A stepwise protocol for introducing different indoles was also established.
摘要
[反应：见正文] 开发了一种新型的高度立体选择性合成方法，即在5 mol% Sc(OTf)₃存在下，通过1,2-联烯酮的β,γ-C=C键的氢吲哚化反应合成β-吲哚基-α,β-不饱和（E）-烯酮。使用2.5当量的吲哚制备β,β-双吲哚基酮。还建立了引入不同吲哚的分步方案。
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