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An Ullmann N-arylation/2-amidation cascade by self-relay copper catalysis: one-pot synthesis of indolo[1,2-a]quinazolinones

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Abstract

We have developed a self-relay copper(I)-catalyzed Ullmann N-arylation/2-amidation cascade to form functionalized indolo[1,2-a]quinazolinones in one-pot from easily available indoles with 2-bromobenzamides. This novel transformation features a tandem process of Ullmann-type coupling, activation of indolenine, and 2-amidation in the presence of a single copper catalyst. In addition, among the substituents of indoles at the C3 position, methyl carboxylate could act as an activating group in this Ullmann N-arylation/2-amidation cascade.

Graphical abstract: An Ullmann N-arylation/2-amidation cascade by self-relay copper catalysis: one-pot synthesis of indolo[1,2-a]quinazolinones

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Publication details

The article was received on 04 Jul 2017, accepted on 19 Jul 2017 and first published on 20 Jul 2017


Article type: Research Article
DOI: 10.1039/C7QO00549K
Citation: Org. Chem. Front., 2017, Advance Article
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    An Ullmann N-arylation/2-amidation cascade by self-relay copper catalysis: one-pot synthesis of indolo[1,2-a]quinazolinones

    T. Abe, Y. Takahashi, Y. Matsubara and K. Yamada, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00549K

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