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Synthesis of Heterocycles via Multicomponent Reactions I pp 85–127Cite as

The Piperazine Space in Isocyanide-based MCR Chemistry

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Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 23))

Abstract

Piperazines and its congeners, (di)keto piperazines are valuable tools in drug discovery, providing a natural path for the process peptide > peptidomimetic > small molecule also called depeptisation. Moreover, they can provide molecular probes to understand molecular pathways for diseases of unmet medical need. However, in order to better understand the design of such value added compounds, the detailed understanding of scope and limitation of their synthesis as well as their 3D structures and associated physicochemical properties is indispensables. Isocyanide multicomponent reaction (MCR) chemistry provides a prime tool for entering the chemical space of (di)(keto)piperazines since not less then 20 different ways exist to access a diversity of related scaffolds.

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Authors and Affiliations

  1. Pharmaceutical Sciences, University of Pittsburgh, BST3 10019, Pittsburgh, PA, 15261, USA

    Yijun Huang, Kareem Khoury & Alexander Dömling

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  1. Yijun Huang
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  2. Kareem Khoury
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  3. Alexander Dömling
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Correspondence to Alexander Dömling .

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  1. Fac. Sciences, Dept. Chemistry &, VU University Amsterdam, De Boelelaan 1083, Amsterdam, 1081 HV, Netherlands

    Romano V. A. Orru

  2. Faculty of Sciences, Section of Synthetic &, VU University Amsterdam, Amsterdam, 1081 HV, Netherlands

    Eelco Ruijter

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Huang, Y., Khoury, K., Dömling, A. (2010). The Piperazine Space in Isocyanide-based MCR Chemistry. In: Orru, R., Ruijter, E. (eds) Synthesis of Heterocycles via Multicomponent Reactions I. Topics in Heterocyclic Chemistry, vol 23. Springer, Berlin, Heidelberg. https://doi.org/10.1007/7081_2010_27

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