10.1002/ejoc.201900608
This study investigated the C-H borylation of indolazines, a class of heterocyclic compounds with important applications in organic synthesis and medicinal chemistry. This study aimed to explore and compare C-H borylation and directed metalation as complementary approaches for the synthesis of substituted indolazines that can be functionalized on both the pyridine and pyrrole rings. The researchers successfully applied iridium triboryl complexes to achieve C-H borylation of indolazines to generate arylated derivatives via in situ Suzuki-Miyaura cross-coupling reactions. Directed metalation using lithium and magnesium amides also gave rise to functionalized indolazines with regioselectivity depending on the base and electrophile used. The study concluded that both strategies enabled selective access to a variety of substituted indolazines and their applicability for the synthesis of bioactive molecules is under further investigation. The key chemicals used in the process include iridium catalyst, B2Pin2 as a boron source, various indolizine substrates, and electrophiles for cross-coupling reactions.
10.1246/bcsj.68.1401
The research investigates the reactions of sulfoxides with magnesium amides generated in situ from the reaction of ethylmagnesium bromide and secondary amines. The purpose of the study was to explore the transformation of sulfoxides into sulfides, dithioacetals, and vinyl sulfides, which are important intermediates in organic synthesis. The researchers found that diaryl sulfoxides were reduced to diaryl sulfides, sulfoxides bearing α-hydrogens yielded dithioacetals, and those with both α- and β-hydrogens produced vinyl sulfides along with dithioacetals. The conclusions of the study highlight the utility of magnesium amides as reagents for the eliminative deoxygenation of sulfoxides, providing a new method for the preparation of sulfides, dithioacetals, and vinyl sulfides.