Benziodoxol(on)es (BX) motifs also allow the stabilization of a large range of other transferable substituents at the hypervalent iodine atom such as halides, esters, cyanides, CF 3groups or azides. Intrinsically, BX-based iodanes allow only a limited chemical variation to modify and fine-tune the reactivity of these substituents in umpolung reactions. However, the oxygen atom itself can be substituted by other heteroatoms, in particular nitrogen. These contemporary benziodazol(on)e (BZ) reagents tolerate a wider range of functional substituents, even the highly delicate SCF 3 group. Recently, Waser and coworkers presented the corresponding ethynyl benziodazol(on)es (EBZ), benziodazolimines (EBZI) and benziodosulfoximines (EBS). Their reactivity in electrophilic alkynyl transfer reactions strongly depends on the electron density distribution along the I-N-bond and the resulting transeffect on the σ-hole.