Organic α‐fluorinated azidoalkanes appeared in the literature for the first time half a century ago. However, for a long time they remained undeveloped and were regarded as chemical curiosities. Recent advances in the preparation of α‐fluorinated azidoalkanes as well as studies on their stability and reactivity opened up their broader synthetic potential for the preparation of valuable fluorinated and non‐fluorinated compounds.
The rhodium-catalyzed transannulation of N-perfluoroalkyl-1,2,3-triazoles with aromatic and aliphatic terminal alkynes under microwave heating conditions afforded N-perfluoroalkyl-3,4-disubstituted pyrroles (major products) and N-fluoroalkyl-2,4-disubstituted pyrroles (minor products). The observed selectivities in the case of the reactions with aliphatic alkynes were high.
α‐Fluorinated azidoalkanes appeared in the literature for the first time fifty years ago. However, for a long time they remained undeveloped and were regarded as chemical curiosities. Recent advances in the preparation of α‐fluorinated azidoalkanes as well as studies on their stability and reactivity opened up their broader synthetic potential for the preparation of valuable fluorinated and non‐fluorinated compounds. The authors review the synthetic approaches to fluorinated azides (with emphasis on α,α‐difluorinated azidoalkanes), their properties, stability and transformations. For more details see the Minireview by P. Beier et al. on page 773 ff.
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