2023
DOI: 10.1002/asia.202201306
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Mesomeric Betaines Based on Adamantylated 1,2,4‐Triazolo[4,3‐a]pyrimidin‐5‐ones: Synthesis, Structure and Conversion into Anionic N‐Heterocyclic Carbenes

Abstract: The CÀ N coupling of 1,2,4-triazolo[1,5-a]pyrimidin-7-ones with 1-adamantanol/1-bromoadamantane leads to 1,2,4-triazolo[4,3-a]pyrimidinium-5-olates, which are represented as mesomeric betaines (MBs). The formation of MBs involves not only N-alkylation of heterocyclic framework but also the rearrangement leading to a change in the type of fusion between pyrimidine and 1,2,4-triazole fragments. The structures of the obtained products were confirmed by the Xray analysis and measurements of 13 CÀ 13 C (J CC ) coup… Show more

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