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ACS Comb Sci. 2012 Jul 9;14(7):434-41. doi: 10.1021/co300042v. Epub 2012 Jun 5.

One-pot, three-component synthesis of 7-azaindole derivatives from N-substituted 2-amino-4-cyanopyrroles, various aldehydes, and active methylene compounds.

Author information

1
Institut für Chemie, Universität Rostock , Albert Einstein Str. 3a, 18059 Rostock, Germany.

Abstract

An efficient and practical route to 7-azaindole framework has been developed by one-pot, three-component cyclocondensation of N-substituted 2-amino-4-cyanopyrroles, various aldehydes, and active methylene compounds in ethanol or acetic acid at reflux. Reactions involving tetronic acid, indane-1,3-dione, dimedone, and 5-phenylcyclohexane-1,3-dione gave carbocyclic fused 7-azaindoles, whereas Meldrum's acid, benzoylacetonitrile, and malononitrile resulted in the highly substituted 7-azaindole derivatives, making this strategy very useful in diversity-oriented synthesis (DOS).

PMID:
22616767
DOI:
10.1021/co300042v
[Indexed for MEDLINE]

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