This research demonstrates the synthesis of a novel bifunctional bicyclo[1.1.1]pentane linker, suggesting diverse applications in chemical modifications.
Despite the metabolic and geometric advantages of bicyclo[1.1.1]pentane (BCP), click-ready orthogonal BCP linkers remain limited. We report an azide–selenoxide bifunctional BCP linker via azido selenenylation of [1.1.1]propellane and oxidation, installing a benzyl selenoxide and an azide at opposite termini. The selenoxide enables benzyne trapping and interrupted Pummerer functionalization of phenols, including tyrosine-selective modification of oligopeptides, while the azide supports CuAAC, Staudinger ligation, and reductive acylation.
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Wang et al. (2026) studied this question.
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