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Oxazolo[3,2-a]pyridinium and oxazolo[3,2-a]pyrimidinium salts in organic synthesis

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Abstract

The methods for the synthesis of oxazolo[3,2-a]pyridinium and oxazolo[3,2-a]pyrimidinium salts and their reactivities are reviewed. Both systems exhibit ambident properties in reactions with nucleophiles; depending on the substituents and the reagents, both the oxazole and azine rings can undergo opening and transformations. A number of new methodologies involving oxazolopyridinium and oxazolopyrimidinium salts for the design of functionalized oxazoles, imidazoles, fused pyrroles, and other heterocyclic systems are generalized.

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Authors and Affiliations

  1. Department of Chemistry, M. V. Lomonosov Moscow State University, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    E. V. Babaev, V. L. Alifanov & A. V. Efimov

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  1. E. V. Babaev
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  2. V. L. Alifanov
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  3. A. V. Efimov
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Correspondence to E. V. Babaev.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 831–848, April, 2008.

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Babaev, E.V., Alifanov, V.L. & Efimov, A.V. Oxazolo[3,2-a]pyridinium and oxazolo[3,2-a]pyrimidinium salts in organic synthesis. Russ Chem Bull 57, 845–862 (2008). https://doi.org/10.1007/s11172-008-0122-8

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