Switchable Reactivity of Acylated α, β-Dehydroamino Ester in the Friedel−Crafts Alkylation of Indoles by Changing the Lewis Acid
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- 作者：Elena Angelini ; Cesarino Balsamini ; Francesca Bartoccini ; Simone Lucarini ; Giovanni Piersanti
- 刊名：Journal of Organic Chemistry
- 出版年：2008
- 出版时间：July 18, 2008
- 年：2008
- 卷：73
- 期：14
- 页码：5654 - 5657
- 全文大小：124K
- 年卷期：v.73,no.14(July 18, 2008)
- ISSN：1520-6904
文摘
Highly regioselective electrophilic substitution of indoles with N-acetylated α,β-dehydroalanine methyl ester, promoted by different transition metal salts was achieved. The orthogonal regioselectivity provides an efficient protocol toward highly functionalized 3-indolyl-α-amino acids. The mechanism of the reactions was explored by NMR studies.