Organic Chemistry Frontiers最新文献

Mn(OAc)₃ has emerged as a highly valuable one-electron oxidant in the fields of synthetic and medicinal chemistry, owing to its mild reactivity, economic feasibility, and low toxicity. In recent years, significant advancements have been made in Mn(OAc)₃ chemistry, markedly expanding the boundaries of synthetic radical chemistry. This review offers a consolidated and critical overview of the latest developments and applications of Mn(OAc)₃ in organic synthesis over the past decade. The emphasis is placed on efforts that strive to achieve milder reaction conditions and broaden the range of synthesis opportunities. It is our intention that this review will serve as a valuable reference for the synthetic and medicinal chemistry communities, inspiring further exploration and innovation in this dynamic field.

Due to their low activation energy barriers, small strained carbocyclic systems have always been fascinating building blocks in organic chemistry. Among them, BCBs, as the smallest bicyclic carbocycles, exhibit a molecular structure, bond angles, and orbital hybridization significantly different from those of strain-free hydrocarbons, resulting in unique reactivity. In recent years, Lewis acid-catalyzed strain-release cycloaddition reactions have made BCBs powerful synthetic tools, utilized in various laboratories to expand into other ring systems. This review primarily focuses on the latest developments in Lewis acid-catalyzed strain-release cycloaddition reactions of BCBs, highlighting the applications and limitations of this catalytic system in different types of cycloaddition reactions, providing professionals and non-professionals in the field with valuable insights and new inspiration.

C-Glycosides are a privileged class of carbohydrates that exhibit remarkable biological and pharmaceutical activities. Transition metal-catalyzed cross-coupling reactions are powerful tools for the efficient and rapid construction of C–C bonds. Among various transition-metal catalyzed methods, palladium-catalyzed C-glycosylation is an effective and reliable approach to synthesize C-glycosides and involves the reaction of glycosyl donors and various reaction partners via C–C glycosidic bond formation under mild conditions with high regio/stereo-selectivities. In this review, palladium-catalyzed C-glycosylation reactions from 2020 to 2024 are summarized and discussed in detail, with focus on the synthesis of C-aryl glycosides, C-alkyl glycosides, C-alkenyl glycosides, and other functionalized C-glycosides. Some representative synthetic strategies and their transformation application along with reaction mechanisms are also highlighted.

Due to the significance of chiral benzoheterocycles, the synthesis of these skeletons draws considerable attention from chemists and remarkable progress has been made in the last few decades. However, most of the methods employ noble transition metals as catalysts. Herein, this review mainly focuses on the facile assembly of enantio-enriched benzoheterocycles via Earth-abundant metal catalysis. To date, numerous methods have been well developed, such as the Ullmann reaction, hydroarylation, borylation or cycloetherification of alkenes, O–H insertion of α-diazo esters, tandem arylation of heteroatom-linked olefins, kinetic resolution, hydrofunctionalization of dihydroquinolines, and other kinds of methods, which are discussed in detail in this review. Furthermore, we also discuss the existing limitations of the previously reported methods and the perspectives in this field.