Everyday cooking
fromWIRED
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Subtle changes in molecular structure can lead to profound changes in molecular function. However, even minor structural refinements can require the complete re-synthesis of a target molecule, adding time and cost to molecular design campaigns. Recently, editing methods have emerged targeting subtle molecular perturbations, including atomic substitution, stereocenter inversion and functional group repositioning.
The replacement of oxygen atoms in readily available oxetanes would offer a direct route to a variety of these cyclic pharmacophores, yet such atom swapping has been rarely reported for non-aromatic molecules. Here we report a general photocatalytic strategy that selectively substitutes the oxygen atom of an oxetane with a nitrogen-, sulfur- or carbon-based moiety, transforming it into a diverse range of saturated cyclic building blocks in a single operation.