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Synthesis of 1′-tetrazolylmethyl-spiro[pyrrolidine-3,3′-oxindoles] via two coupled one-pot processes Ugi-azide/Pictet–Spengler and oxidative spiro-rearrangement

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Abstract

Six novel tris-heterocycles 1′-tetrazolylmethyl-spiro[pyrrolidine-3,3′-oxindoles] were synthesized in 39–82% yields in two experimental steps: (i) a one-pot Ugi-azide/Pictet–Spengler process coupled to (ii) a one-pot oxidative spiro-rearrangement. The synthesized polyheterocycles could be used for further in vitro studies because they contain moieties present in various anticancer bioactive molecules and drugs.

Graphical abstract: Synthesis of 1′-tetrazolylmethyl-spiro[pyrrolidine-3,3′-oxindoles] via two coupled one-pot processes Ugi-azide/Pictet–Spengler and oxidative spiro-rearrangement

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Publication details

The article was received on 07 Oct 2017, accepted on 20 Dec 2017 and first published on 21 Dec 2017


Article type: Letter
DOI: 10.1039/C7NJ03829A
Citation: New J. Chem., 2018, Advance Article
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    Synthesis of 1′-tetrazolylmethyl-spiro[pyrrolidine-3,3′-oxindoles] via two coupled one-pot processes Ugi-azide/Pictet–Spengler and oxidative spiro-rearrangement

    N. V. Alvarez-Rodríguez, A. Islas-Jácome, A. Rentería-Gómez, L. E. Cárdenas-Galindo, M. V. B. Unnamatla and R. Gámez-Montaño, New J. Chem., 2018, Advance Article , DOI: 10.1039/C7NJ03829A

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