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Solid-Phase Synthesis of Nitrogenous Heterocycles pp 139–165Cite as

Intramolecular Arylation of 2-Nitrobenzenesulfonamides: A Route to Diverse Nitrogenous Heterocycles

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Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 52))

Abstract

In addition to being an integral component of numerous drugs, 2- and 4-nitrobenzenesulfonyl (Nos) groups are used as protecting/activating agents for the selective alkylation of primary amines. 2-Nos amides are also useful intermediates for the synthesis of fused nitrogenous heterocycles. This chapter focuses on the use of 2-Nos amides as intramolecular arylation agents and on the application of C- and N-aryl derivatives for the synthesis of diverse heterocycles in the solid phase.

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Acknowledgement

This research was supported by the Department of Chemistry and Biochemistry, University of Notre Dame, by National program of Sustainability (LO1304), and research grant 16-06446S from the Czech Science Foundation (GACR).

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Authors and Affiliations

  1. Faculty of Medicine, Institute of Molecular and Translation Medicine, Palacký University, Hněvotínská 5, 779 00, Olomouc, Czech Republic

    Eva Schütznerová

  2. Department of Organic Chemistry, Faculty of Science, Palacký University, Trida 17, Listopadu 12, 771 46, Olomouc, Czech Republic

    Viktor Krchňák

  3. Department of Chemistry and Biochemistry, University of Notre Dame, 251 Nieuwland Science Center, Notre Dame, IN, 46556, USA

    Viktor Krchňák

Authors
  1. Eva Schütznerová
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  2. Viktor Krchňák
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Correspondence to Viktor Krchňák .

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Editors and Affiliations

  1. University of Notre Dame , Notre Dame, Indiana, USA

    Viktor Krchňák

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Schütznerová, E., Krchňák, V. (2017). Intramolecular Arylation of 2-Nitrobenzenesulfonamides: A Route to Diverse Nitrogenous Heterocycles. In: Krchňák , V. (eds) Solid-Phase Synthesis of Nitrogenous Heterocycles. Topics in Heterocyclic Chemistry, vol 52. Springer, Cham. https://doi.org/10.1007/7081_2016_5

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