Radical Reactions with N-Heterocyclic Carbene (NHC)-Derived Acyl Azoliums for Access to Multifunctionalized Ketones

Abstract

As one of the most important key intermediates, NHC-bound acylazolium-based ionic transformations have been intensively explored in the past two decades. With the expeditious development of NHC-catalyzed radical transformations in recent years, NHC-bound acylazolium chemistry has reached another level, with the number of relevant publications increasing significantly. However, a summary focused on radical acylations of NHC-derived acyl azoliums classified according to the mechanistic difference has not been reported. Such a detailed classification and deep analysis provide opportunities for a better understanding of the history and trend of this field. In this review, radical reactions with N-heterocyclic carbene (NHC)-derived acyl azoliums are systematically introduced. The achievements and challenges within this area are also summarized and discussed at the end.

Application of Asymmetric Catalysis in Chiral Pesticide Active Molecule Synthesis

“…In recent decades, the field of asymmetric catalytic synthesis has rapidly developed, leading to the gradual exploitation of numerous novel chiral catalysts. Among these catalysts, N -heterocyclic carbene (NHC) has emerged as a powerful organocatalysts for the asymmetric construction of numerous chiral functional molecules. − Various simple and readily available carbonyl compounds, such as aldehydes, esters, and acyl chlorides, can be efficiently activated by NHCs to generate diverse reactive intermediates, which can further react with numerous electrophiles or nucleophiles to furnish different novel chiral products with generally moderate to excellent enantioselectivities.…”