Abstract <p>Pyrrolo[2,1-<i>c</i>][1,4]benzothiazine-1,2,4-triones are promising polyelectrophilic scaffolds for constructing complex heterocyclic structures. This work describes a synthetic approach to novel heterocyclic assemblies derived from them, specifically 3a-(1<i>H</i>-indol-3-yl)-1<i>H</i>-benzo[<i>b</i>]pyrrolo[1,2-<i>d</i>][1,4]thiazines, which contain fused pyrrolo[2,1-<i>c</i>][1,4]benzothiazine and a 1<i>H</i>-indole fragments. The proposed method is based on the Michael reaction between pyrrolobenzothiazinetriones and 1<i>H</i>-indole in the absence of catalysts and additives. The synthesized (1<i>H</i>-indolyl)benzo[<i>b</i>]pyrrolo[1,2-<i>d</i>][1,4]thiazines were evaluated for potential agrochemical and biotechnological applications as growth regulators of the green unicellular alga <i>Chlorella vulgaris</i>.</p>

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Reaction of Pyrrolo[2,1-c][1,4]benzothiazine-1,2,4-triones with Indole

  • E. A. Lystsova,
  • A. D. Novokshonova,
  • M. V. Dmitriev,
  • P. V. Khramtsov,
  • A. N. Maslivets,
  • E. E. Khramtsova

摘要

Abstract

Pyrrolo[2,1-c][1,4]benzothiazine-1,2,4-triones are promising polyelectrophilic scaffolds for constructing complex heterocyclic structures. This work describes a synthetic approach to novel heterocyclic assemblies derived from them, specifically 3a-(1H-indol-3-yl)-1H-benzo[b]pyrrolo[1,2-d][1,4]thiazines, which contain fused pyrrolo[2,1-c][1,4]benzothiazine and a 1H-indole fragments. The proposed method is based on the Michael reaction between pyrrolobenzothiazinetriones and 1H-indole in the absence of catalysts and additives. The synthesized (1H-indolyl)benzo[b]pyrrolo[1,2-d][1,4]thiazines were evaluated for potential agrochemical and biotechnological applications as growth regulators of the green unicellular alga Chlorella vulgaris.