Dithiane and trithiane-based photolabile molecular linkers equipped with amino-functionality: synthesis and quantum yields of fragmentation

Addition of lithiated diand trithianes to the in situ generated N-silylated imines produces -aminoalkyldiand trithianes capable of photoinduced fragmentation, similar to the fragmentation of the previously described -hydroxyalkyldithianes. The initially generated primary amino-functionality is readily derivatized with various electrophiles providing access to biologically relevant functional groups such as amides, ureas and aminopyridines. Quantum efficiency of the photoinduced C C fragmentation in the amino-derivatives is comparable to that of the