布朗斯特酸催化邻氨基苄醇和呋喃一锅法合成吲哚。
Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans.
机构信息
Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607-7061, United States.
出版信息
J Org Chem. 2013 Dec 6;78(23):12144-53. doi: 10.1021/jo402132p. Epub 2013 Nov 20.
Abstract
Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans has been developed. This method operates via the in situ formation of aminobenzylfuran, followed by its recyclization into the indole core. The method proved to be efficient for substrates possessing different functional groups, including -OMe, -CO2Cy, and -Br. The resulting indoles can easily be transformed into diverse scaffolds, including 2,3- and 1,2-fused indoles, and indoles possessing an α,β-unsaturated ketone moiety at the C-2 position.
摘要
布朗斯特酸催化邻氨基苄醇和呋喃一锅法合成吲哚。该方法通过氨基苄基呋喃的原位形成，然后再循环成吲哚核心。该方法对具有不同官能团的底物，包括 -OMe、-CO2Cy 和 -Br，都表现出高效性。得到的吲哚可以很容易地转化为各种支架，包括 2,3-和 1,2-稠合吲哚，以及在 C-2 位置具有α,β-不饱和酮部分的吲哚。
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