Themed collection 2024 Organic Chemistry Frontiers Review-type Articles

In this Highlight, the convergent synthetic approaches that yield the highly functionalized, complex molecular architecture of Veratrum steroidal alkaloids are discussed.

The highlighted reports demonstrate the unique application of the direct HAT strategy to unlock new reactivity of allenes. With this novel method, a variety of structurally diverse allenes are efficiently workable.

In this highlight, recent advances in the design and synthesis of novel cycloparaphenylene (CPP)-based [2]catenanes are presented, with an emphasis on the design strategy and further investigations on their attractive properties.

This review summarises methods to synthesise and apply fluorine- and polyfluoroalkyl/aryl-substituted 1,2,3-triazoles. Focus is devoted to recent examples and those where the properties of both the 1,2,3-triazole and fluorine groups are important.

This review summarizes recent advances in alkynyl trifluoroborate chemistry, emphasizing their unique reactivity and stability in organic synthesis and biological applications under transition metal catalyst-free conditions.

This review covers recent advances in post-functionalization of twistacenes to realize polyacenes, chiral nanographenes and their semiconductor properties, and emphasizing a promising future for constructing chiral nanotubes.

In this review, we have discussed the monofluorination of natural products or their derivatives occurring via direct C–H functionalization, late-stage functionalization and late-stage functional group transformation from 2011–2023.

This review summarizes recent achievements in electrosynthesis of organohalides through difunctionalization of alkenes and alkynes and provides insights into future directions for the development of the field.

Herein, we summarize recent achievements via photoinduced radical-mediated strategies that enable the precise modification of carbohydrates.

This minireview highlights recent advancements in the past five years (since 2019) in Ni/photoredox dual catalysis for Csp³–Csp³ cross-coupling reactions.

This review summarizes recent advances in the combination of Ugi-4CR and dearomatization for the synthesis of spirocycles.

This review presents an overview of recent developments and trends in chiral Brønsted acid mediated rearrangement reactions. Different mechanisms and activation modes are summarized to illustrate the regio- and stereo-selectivity in the reactions.

This review focuses on the synthesis of C–P bonds using carbon-centered radicals with phosphorous compounds of different valence states (P^III, P^V, P₄) under photocatalysis.

This review summarizes the latest methodological advances in photocatalytic C(sp³)–H functionalization, with a particular emphasis on the formation of C–P, C–B, C–S bonds, etc., and some prominent efforts in asymmetric C–H functionalization.

This review describes recent advances in the generation of aryl radicals using light and electricity. Such modern techniques allow for efficient energy and resource utilization, thus providing more sustainable radical arylation methods.

We summarize the advancements in transition metal-catalyzed organic transformations involving vinyl radicals and provide a categorical overview based on the reaction types.

This review highlights recent advancements in photocatalytic organic transformations in aqueous media employing the water-compatible solid-state sensitizer carbon nitride and its derivatives as catalysts.

This review summarizes recent developments in nickel-catalyzed transformations of alkenes via nickelacycles, highlighting the advantages and challenges of this innovative strategy.

This review presents a comprehensive overview of the synthesis of cyclopropanes using enantioselective Michael Initiated Ring Closure (MIRC) reactions.

This review primarily focuses on the generation of aryl radicals via an electroreduction strategy, and systematically elaborates on synthetic applications, scope, and limitations of the substrates.

Nickel-catalyzed hydrofunctionalization of π-substrates is a possibly effective method to synthesize several value-added molecular architectures. This review covers the NiH catalyzed hydrofunctionalization reactions of alkenes, alkynes and allenes.

This review has summarized the development of organocatalytic asymmetric [3 + 3] cycloadditions and given insights into the remaining challenges to promote the future development of this field.

This paper primarily focuses on the editing of nitrogen atoms, encompassing the insertion of N, substitution of C with N, and utilization of ¹⁵N in place of ¹⁴N for the construction of N-heterocycles.

This review provides a comprehensive overview of metal catalysis in photo-electrochemical systems, discussing reaction mechanisms and offering prospects for this triadic catalytic mode.

This review summarizes the developments in the C–H functionalization of saturated hydrocarbons (C_nH_2n+2 and C_nH_2n) through catalytic carbene insertion into their C–H bonds dated up to February 2024, based on the categories of the types of carbenes.

Oxepanes and thiepanes are central motifs and tenants of many biologically important molecules. This comprehensive review covers synthetic methods for their preparation and use in the total synthesis of polyoxygenated oxepane natural products.

C–H bond functionalization represents one of the most efficient and straightforward strategies for diversifying existing molecules.

Mechanically interlocked molecules (MIMs) which include rotaxanes and catenanes are formed by the mechanical linking of two or more components and has the ability to switch between different states in the presence of an external stimuli.

This review summarizes the recent advances (2016–2023) in the stereoselective metal-catalyzed hydrogenation of cyclic α,β-unsaturated ketones, lactams and lactones since considerable developments were made. Where possible the application of these methodologies in synthesis is outlined.

The synthesis of small molecules and complex scaffolds is one of the most important topics in organic synthesis.

This review describes the recent advances in different reaction types and catalytic systems for the construction of C–NAr and S–NAr bonds by nitroaromatic reductive cross-coupling.

This review carefully summarizes the advances achieved in catalytic hydrofunctionalization of ynamides and is categorized by the bond formation type including C−C, C−X, C−O, C−N, C−S, C−P, C−Si, and C−Ge bonds.

Advancement in the direct C–H bond alkylation of arenes and heteroarenes using the catalysts based on the most abundant transition metal, iron, is summarized.

This review is focused on the chemistry of frustrated Lewis pairs (FLPs) with alkynes and surveys the range of stoichiometric and catalytic reactions enabled by this concept.

Organofluorine compounds are of high value. NHC-catalyzed fluorination and fluoroalkylation have served as powerful and versatile vehicles for accessing the related organofluorines. This review focuses on the recent developments in this area.

In this review, we briefly summarize the recent research progress in enantioselective higher-order cycloadditions, focusing on the preparation of medium-sized and multicyclic chiral molecules by metal-free catalysis.

This work summarizes recent progress in nickel-catalyzed propargylic substitution reactions, categorizing them based on the diverse types of nucleophiles involved, with a specific focus on exploring asymmetric transformations.

This review is planned to provide a comprehensive overview of the progress made in the design and development of chiral ligands for asymmetric gold catalysis.

The site-selective modifications of peptide backbones have a significant impact on peptide conformation, folding ability, and physicochemical and biological properties. This review discusses the site-selective modifications of peptide backbones and classifies them into four categories.

A general and authoritative literature overview on Pd-catalyzed cross-dehydrogenative coupling reactions of (hetero)arenes from the origins to 2023, where not only the synthetic aspects were described but also the most relevant mechanistic features.

This review presents significant and selected examples of organic synthesis methods that use visible-light-promoted photoarylation reactions without the need for additional photocatalysts.

Recent advances in HAT-induced C(sp³)–H functionalizations triggered by radical addition to alkynes, including 5-exo-trig, 5-endo-trig, 4-exo-trig and 6-endo-trig cyclization cascades, and intermolecular functionalizations, are summarized.

This article reviews the methodologies available for the asymmetric synthesis of chiral BCPs via enantioselective transformations of BCPs or direct asymmetric functionalization of [1.1.1]propellane.

Photoinduced radical–polar crossover cyclization (RPCC) of bifunctional alkenes is of high synthetic utility to produce cyclic products with precise alkene design. This review summarizes the recent representative advances in the field of RPC.

Iridium-catalyzed C–H activation and borylation has become as a powerful synthetic tool in the past few decades because of the widespread applicability and versatility of organoboron compounds.

The review summarises various photo- and electrochemical strategies for trifluoromethylation and fluoroalkylation of different C(sp³)–H, C(sp²)–H, and C(sp)–H bonds in several classes of organic molecules.

Nascent developments in the main group element-catalyzed hydrosilylation of alkenes and alkynes.