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General and efficient one-pot synthesis of N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones

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Chemistry of Heterocyclic Compounds Aims and scope

A simple and general synthesis of a series of quinoline-based isoindolin-l-ones, namely N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo-[3,4-b]quinolin-1-ones through a one-pot reaction of ethyl 6-bromo-2-(chloromethyl)quinoline-3-carboxylate with various amines in refluxing EtOH–AcOH (v/v, 10:1) solvent system was described. A mechanism involving consecutive Williamson-type reaction of the 2-chloromethyl group with amine followed by intramolecular C–N bond cyclization process is proposed.

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Authors and Affiliations

  1. Institute of Superfine Chemicals, Bohai University, Jinzhou, 121000, China

    Yang Li, Kai Li & Wentao Gao

Authors
  1. Yang Li
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  2. Kai Li
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  3. Wentao Gao
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Correspondence to Wentao Gao.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(3), 200–205

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Li, Y., Li, K. & Gao, W. General and efficient one-pot synthesis of N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones. Chem Heterocycl Comp 52, 200–205 (2016). https://doi.org/10.1007/s10593-016-1856-0

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  • DOI: https://doi.org/10.1007/s10593-016-1856-0

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