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Synthesis 2015; 47(04): 489-496
DOI: 10.1055/s-0034-1378921
DOI: 10.1055/s-0034-1378921
paper
Synthesis of Heteroarylogous 1H-Indole-3-carboxamidines via a Three-Component Interrupted Ugi Reaction
Further Information
Publication History
Received: 01 September 2014
Accepted after revision: 13 October 2014
Publication Date:
17 November 2014 (online)
Abstract
A novel one-pot multicomponent synthesis of heteroarylogous 1H-indole-3-carboxamidines starting from readily available N-alkyl-N-(1H-indol-2-ylmethyl)amines, isocyanides, and carbonyl compounds is reported. The strategy exploits the ability of the indole nucleus to interrupt the classical Ugi reaction, by intercepting the nascent nitrilium ion.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1378921.
- Supporting Information
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References
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For interesting reviews, see:
For an excellent review, see:
Vinylogous amidines have been described; see:
For an example of interception of the nitrilium ion by the C3 of indole, see:
To the best of our knowledge, only some work where the pyrrole ring was able to trap the nitrilium ion has been described, by the Kobayashi group; see: