Themed collection 2024 Organic Chemistry Frontiers Review-type Articles
Strategic convergent synthesis en route to Veratrum steroidal alkaloids
Org. Chem. Front., 2024, Accepted Manuscript
https://doi.org/10.1039/D4QO00717D
Direct C(sp2)–H activation of allenes via hydrogen-atom transfer (HAT) in organic synthesis
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.
Org. Chem. Front., 2024,11, 2108-2111
https://doi.org/10.1039/D3QO02132G
Cycloparaphenylene-based [2]catenanes: interlocking the carbon nanohoops
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.
Org. Chem. Front., 2024,11, 1490-1494
https://doi.org/10.1039/D4QO00033A
Precision single-atom editing: new frontiers in nitrogen insertion and substitution for the generation of N-heterocycles
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.
Org. Chem. Front., 2024, Advance Article
https://doi.org/10.1039/D4QO00812J
Electroreduction Strategy: A Sustainable Tool for Generation of Aryl Radicals
Org. Chem. Front., 2024, Accepted Manuscript
https://doi.org/10.1039/D4QO00846D
Unleashing the potentiality of metals: synergistic catalysis with light and electricity
This review provides a comprehensive overview of metal catalysis in photo-electrochemical systems, discussing reaction mechanisms and offering prospects for this triadic catalytic mode.
Org. Chem. Front., 2024, Advance Article
https://doi.org/10.1039/D4QO00797B
Catalytic alkane C–H functionalization by carbene insertion into unactivated C(sp3)–H bonds
This review summarizes the developments in the C–H functionalization of saturated hydrocarbons (CnH2n+2 and CnH2n) through catalytic carbene insertion into their C–H bonds dated up to February 2024, based on the categories of the types of carbenes.
Org. Chem. Front., 2024, Advance Article
https://doi.org/10.1039/D4QO00606B
Silanes a Versatile Hydride Source for Ni–H Chemistry: A Promising Tool for π-Hydro Functionalization
Org. Chem. Front., 2024, Accepted Manuscript
https://doi.org/10.1039/D4QO00860J
Unveiling the beauty of cyclopropane formation: a comprehensive survey of enantioselective Michael initiated ring closure (MIRC) reactions
This review presents a comprehensive overview of the synthesis of cyclopropanes using enantioselective Michael Initiated Ring Closure (MIRC) reactions.
Org. Chem. Front., 2024, Advance Article
https://doi.org/10.1039/D4QO00535J
Advancements in the synthesis of polyoxygenated oxepanes and thiepanes for applications to natural products
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.
Org. Chem. Front., 2024, Advance Article
https://doi.org/10.1039/D4QO00380B
Site-selective C(sp3)–H functionalization of primary aliphatic amines
C–H bond functionalization represents one of the most efficient and straightforward strategies for diversifying existing molecules.
Org. Chem. Front., 2024,11, 3270-3280
https://doi.org/10.1039/D4QO00324A
Electrochemical switching in mechanically interlocked molecules (MIMs)
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.
Org. Chem. Front., 2024,11, 2954-2980
https://doi.org/10.1039/D4QO00061G
Recent advances in the metal-catalyzed asymmetric alkene hydrogenation of cyclic conjugated carbonyl compounds
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.
Org. Chem. Front., 2024,11, 2934-2953
https://doi.org/10.1039/D4QO00227J
Advances in Organocatalytic Asymmetric [3+3] Cycloadditions: Synthesis of Chiral Six-Membered (Hetero)cyclic Compounds
Org. Chem. Front., 2024, Accepted Manuscript
https://doi.org/10.1039/D4QO00515E
Review of application of the I2 and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations
The synthesis of small molecules and complex scaffolds is one of the most important topics in organic synthesis.
Org. Chem. Front., 2024,11, 2665-2692
https://doi.org/10.1039/D4QO00396A
Recent progress in the synthesis of N-substituted arylamines by reductive cross-coupling of nitroarenes
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.
Org. Chem. Front., 2024,11, 2638-2664
https://doi.org/10.1039/D4QO00059E
Catalytic intermolecular hydrofunctionalizations of ynamides
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.
Org. Chem. Front., 2024,11, 2351-2374
https://doi.org/10.1039/D4QO00301B
Advancement in the C–H bond alkylation of (hetero)arenes catalyzed by the most abundant transition metal–iron
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.
Org. Chem. Front., 2024,11, 2397-2417
https://doi.org/10.1039/D4QO00063C
Frustrated Lewis pair chemistry of alkynes
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.
Org. Chem. Front., 2024,11, 2375-2396
https://doi.org/10.1039/D4QO00217B
Recent advances in N-heterocyclic carbene (NHC)-catalyzed fluorination and fluoroalkylation
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.
Org. Chem. Front., 2024,11, 2112-2133
https://doi.org/10.1039/D3QO02098C
Recent advances in metal-free catalytic enantioselective higher-order cycloadditions
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.
Org. Chem. Front., 2024,11, 1824-1842
https://doi.org/10.1039/D4QO00017J
Recent advances in nickel-catalyzed propargylic substitution
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.
Org. Chem. Front., 2024,11, 1843-1857
https://doi.org/10.1039/D3QO02129G
Asymmetric gold catalysis enabled by specially designed ligands
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.
Org. Chem. Front., 2024,11, 1858-1895
https://doi.org/10.1039/D4QO00057A
Site-selective editing of peptides via backbone modification
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.
Org. Chem. Front., 2024,11, 1623-1640
https://doi.org/10.1039/D3QO01980B
Palladium-catalyzed cross-dehydrogenative coupling of (hetero)arenes
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.
Org. Chem. Front., 2024,11, 1495-1622
https://doi.org/10.1039/D3QO01925J
Catalyst-free photoarylation reactions promoted by visible light
This review presents significant and selected examples of organic synthesis methods that use visible-light-promoted photoarylation reactions without the need for additional photocatalysts.
Org. Chem. Front., 2024,11, 1251-1275
https://doi.org/10.1039/D3QO01738A
Recent advances in hydrogen atom transfer induced C(sp3)–H functionalizations initiated by radical addition to alkynes
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.
Org. Chem. Front., 2024,11, 1232-1250
https://doi.org/10.1039/D3QO01876H
Enantioselective synthesis of chiral BCPs
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.
Org. Chem. Front., 2024,11, 916-928
https://doi.org/10.1039/D3QO01631E
Advances in photoinduced radical–polar crossover cyclization (RPCC) of bifunctional alkenes
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.
Org. Chem. Front., 2024,11, 895-915
https://doi.org/10.1039/D3QO01929B
C–H borylation: a tool for molecular diversification
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.
Org. Chem. Front., 2024,11, 929-953
https://doi.org/10.1039/D3QO01931D
Harnessing photocatalytic and electrochemical approaches for C–H bond trifluoromethylation and fluoroalkylation
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.
Org. Chem. Front., 2024,11, 954-1014
https://doi.org/10.1039/D3QO01603J
Nascent developments in main group element-catalyzed hydrosilylation and dehydrogenative silylation of alkenes and alkynes
Nascent developments in the main group element-catalyzed hydrosilylation of alkenes and alkynes.
Org. Chem. Front., 2024,11, 576-596
https://doi.org/10.1039/D3QO01777J
About this collection
Critical reviews, highlights and chemistry frontiers articles published in Organic Chemistry Frontiers during 2024 are collated as below for the benefit of readers.