Introduction
Electrophilic fluorination reaction has been proven to be a straightforward strategy for the incorporation of fluorine into molecules. Hence, the development of effective electrophilic fluorinating reagents is important [1]. Gratefully, by direct fluorination of N-substituted 1,4-diazabicyclo[2.2.2]octane (DABCO) salts or DABCO itself, a series of DABCO-based electrophilic fluorinating reagents (1–6) were synthesized and used as fluorine donors or oxidants (Fig. 1) [1, 2]. Among them, the commercially available SelectfluorTM reagent (2) has been widely studied and applied to the organic synthesis due to its high reactivity and ready availability [3]. Meanwhile, other structurally similar reagents such as l-alkyl-4-fluoro-l,4-diazoniabicyclo[2.2.2]octane salts (3, alkyl = CH2CF3 [4]; 4, alkyl = CH2CN [5]), 1,4-difluoro-1,4-diazoniabicyclo[2.2.2]octane salts [6] (5), and 1-hydroxy-1,4-diazoniabicyclo[2.2.2]octane salts [7] (6) were far less developed.
DABCO-based...
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Chen, C., Chen, P., Liu, G. (2019). N,N′-Difluoro-1,4-Diazoniabicyclo[2.2.2]octane Salt Electrophilic Fluorination. In: Hu, J., Umemoto, T. (eds) Fluorination. Synthetic Organofluorine Chemistry. Springer, Singapore. https://doi.org/10.1007/978-981-10-1855-8_47-1
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DOI: https://doi.org/10.1007/978-981-10-1855-8_47-1
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