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Adamanthylazoles: VII. Acid-catalyzed Adamanthylation of C-C- and C-N-Linked Azopyrazoles

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Abstract

Acid-catalyzed N-adamanthylation of C-C-linked pyrazolyl- and tetrazolylpyrazoles in H3PO4- AcOH (4:1) or H2SO4 involves, depending on conditions, one or both rings. The mutual effect of the rings is weak. C-N-Linked azolylpyrazoles are a conjugated system, and the formation of N-adamanthyl derivatives is strongly affected by the second azolyl ring.

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Gavrilov, A.S., Kachala, V.V., Kuz'mina, N.E. et al. Adamanthylazoles: VII. Acid-catalyzed Adamanthylation of C-C- and C-N-Linked Azopyrazoles. Russian Journal of General Chemistry 74, 752–762 (2004). https://doi.org/10.1023/B:RUGC.0000039090.05255.64

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  • DOI: https://doi.org/10.1023/B:RUGC.0000039090.05255.64

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