Synthesis of polysubstituted arenes through organocatalytic benzannulation

Abstract

Organocatalytic benzannulation represents one of the most efficient transformations for assembling polysubstituted arenes, this review presents recent advances in organocatalytic benzannulation strategies to construct functionalized benzenes.

Fe-Catalyzed Difunctionalization of Aryl Titanates Enabled by Fe/Ti Synergism

“…Ortho difunctionalization (ODF) of arenes is an important transformation in organic synthesis because it can incorporate two functional groups on two adjacent carbons of aromatic rings, providing multisubstituted aromatic skeletons prevalent in pharmaceuticals, materials science, and etc . In the field of transition metal catalysis, Catellani-type reactions have become a versatile tool for ODFs (Scheme A) .…”

Nickel-Catalyzed Ipso/Ortho Difunctionalization of Aryl Bromides with Alkynes and Alkyl Bromides via a Vinyl-to-Aryl 1,4-Hydride Shift

“…However, these reactions require non-negligible amounts of norbornene and are mainly restricted to ortho -substituted haloarenes to avoid the formation of di- ortho -functionalized byproducts, thus limiting the application profile of these rather appealing endeavors. Consequently, chemists have been challenged to design new catalytic technologies that might streamline the formation of polysubstituted arenes with improved modularity, generality, and complementary selectivity profile beyond the realm of noble metal catalysis …”