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New trifluoromethyl-substituted heterocycles by multicomponent reactions of siloxycyclopropanes

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Chemistry of Heterocyclic Compounds Aims and scope

Multicomponent reactions of ethyl 1-trifluoromethyl-2-(trimethylsilyloxy)cyclopropanecarboxylate, isonitriles, and either 2-aminopyridine or amino acids provided imidazo[1,2-a]pyridines or γ-lactams, respectively. This access to trifluoromethyl-substituted heterocycles demonstrates again that siloxycyclopropanes can serve as hidden functionalized aldehydes and that this type of donor–acceptor-substituted cyclopropanes is particularly versatile.

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Notes

  1. Signals marked with an asterisk were assigned to the minor diastereomers.

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Authors and Affiliations

  1. Institut für Chemie und Biochemie, Freie Universität Berlin, 3 Takustr., Berlin, D-14195, Germany

    Daniel Gladow, Deborah Senf, Jelena Wiecko, Dieter Lentz, Reinhold Zimmer & Hans-Ulrich Reissig

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  1. Daniel Gladow
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  2. Deborah Senf
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  3. Jelena Wiecko
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  4. Dieter Lentz
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  5. Reinhold Zimmer
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  6. Hans-Ulrich Reissig
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Correspondence to Hans-Ulrich Reissig.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(4), 416–421

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Gladow, D., Senf, D., Wiecko, J. et al. New trifluoromethyl-substituted heterocycles by multicomponent reactions of siloxycyclopropanes. Chem Heterocycl Comp 53, 416–421 (2017). https://doi.org/10.1007/s10593-017-2068-y

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  • DOI: https://doi.org/10.1007/s10593-017-2068-y

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