Themed collection Celebrating 175 years of IIT Roorkee
Recent advances on non-precious metal-catalysed fluorination, difluoromethylation, trifluoromethylation, and perfluoroalkylation of N-heteroarenes
Recent advances on non-precious metal-catalysed fluorination, difluorimethylation, trifluoromethylation, and perfluoroalkylation of N-heteroarenes is presented.
Org. Biomol. Chem., 2023,21, 9298-9315
https://doi.org/10.1039/D3OB01132A
Transition metal-catalyzed reactivity of carbenes with boronic acid derivatives for arylation (alkylation) and beyond
This review summarizes the transition metal-catalyzed reactivity of carbenes with different boronic acids and esters to form carbon–carbon bonds, carbon–boron bonds, and beyond.
Org. Biomol. Chem., 2023,21, 7062-7078
https://doi.org/10.1039/D3OB00904A
Synthetic strategies for the construction of C3-fluorinated oxindoles
This review highlights the strategies developed to date to access C3-difluoro and monofluorooxindoles via inter- and intramolecular approaches.
Org. Biomol. Chem., 2023,21, 6456-6467
https://doi.org/10.1039/D3OB01012K
C–H functionalization of pyridines
This review discusses known approaches for selective pyridine C–H editing, focusing on recent discoveries uniquely suited to pyridines.
Org. Biomol. Chem., 2023,21, 5671-5690
https://doi.org/10.1039/D3OB00799E
Visible light-assisted chemistry of vinyl azides and its applications in organic synthesis
This review summarises the advances in the visible light-mediated manipulation of vinyl azides for the construction of cyclic and acyclic compounds.
Org. Biomol. Chem., 2023,21, 4723-4743
https://doi.org/10.1039/D3OB00588G
Two-component symmetrical diarylation of ynamides
A Pd(II) catalyzed syn-symmetrical diarylation of ynamides has been showcased utilizing readily available arylboronic acids as nucleophilic arylating agents.
Org. Biomol. Chem., 2023,21, 5737-5741
https://doi.org/10.1039/D3OB00793F
Pd(II)-catalyzed selective β-C–H functionalization of azobenzene carboxamides
We have exemplified the usefulness of the Pd(II)-catalyzed 8-aminoquinoline DG-aided site-selective β-C–H functionalization route for the synthesis of modified azobenzene carboxamides by negating the NN (azo) group assistance.
Org. Biomol. Chem., 2023,21, 2689-2694
https://doi.org/10.1039/D2OB02261C
Spirocyclization and Michael addition of 3-benzylidene succinimides: route to spirocyclopentapyrrolidine-tetraones and benzylidene N-arylpyrrolidine-diones
Reactions of 3-benzylidene succinimides with 2-substituted 2-hydroxy-indane-1,3-diones and unsaturated pyrazolones under basic conditions afforded spirocyclic compounds and Michael adducts, respectively, with high regio- and stereo-selectivities.
Org. Biomol. Chem., 2023,21, 9192-9199
https://doi.org/10.1039/D3OB01629C
Electrochemical direct C–H mono and bis-chalcogenation of indolizine frameworks under oxidant-free conditions
A sustainable electrochemical approach for site-selective C–H mono and bis-chalcogenation (sulfenylation or selenylation) of indolizine frameworks is described.
Org. Biomol. Chem., 2023,21, 7643-7653
https://doi.org/10.1039/D3OB01109G
An unnatural amino acid modified human insulin derivative for visual monitoring of insulin aggregation
We have developed an innovative approach that offers visual self-monitoring of insulin quality and may provide consumers the freedom to self-investigate their insulin dosage quality right before usage.
Org. Biomol. Chem., 2023,21, 7561-7566
https://doi.org/10.1039/D3OB01038D
Asymmetric total synthesis of diosniponols A and B
An efficient asymmetric total synthesis of two diastereomeric natural products diosniponols A and B has been completed using a metal-free p-TsOH catalyzed δ-hydroxyalkynone rearrangement and diastereoselective hydrogenation.
Org. Biomol. Chem., 2023,21, 6524-6530
https://doi.org/10.1039/D3OB00863K
Polynitro-functionalized 4-phenyl-1H-pyrazoles as heat-resistant explosives
This work demonstrates the synthesis, characterization, and energetic properties’ evaluation of polynitro-functionalized 4-phenyl-1H-pyrazole-based heat-resistant explosives.
Org. Biomol. Chem., 2023,21, 6604-6616
https://doi.org/10.1039/D3OB00949A
Copper-catalyzed tandem cyclization/arylation of α,β-alkynic hydrazones with diaryliodonium salts: synthesis of N-arylpyrazoles
A copper-catalyzed annulation between α,β-alkynic N-tosyl hydrazones and diaryliodonium triflates leading to the synthesis of functionally orchestrated N-aryl pyrazoles is realized.
Org. Biomol. Chem., 2023,21, 5784-5789
https://doi.org/10.1039/D3OB00899A
Flavin based supramolecular gel displaying multi-stimuli triggered sol–gel transition
Design and development of flavin analogue with minimal structural perturbation was identified as a robust low molecular weight gelator, which is capable of displaying redox (Fe3+/Fe2+) and pH triggred response.
Org. Biomol. Chem., 2023,21, 5622-5628
https://doi.org/10.1039/D3OB00720K
Metal-free synthesis of N-sulfonyl imines from benzyl alcohol derivatives and iminoiodinanes via mechanochemistry
Mechanochemical N-sulphonyl imine synthesis.
Org. Biomol. Chem., 2023,21, 5592-5600
https://doi.org/10.1039/D3OB00791J
Synthesis of N-isoindolinonyl peptides via Pd-catalyzed C(sp2)–H olefination–activation and their conformational studies
Isoindolinone is a constituent of several natural products that show a wide range of bioactivity, such as anticancer, antimicrobial, antiviral and anti-inflammatory properties.
Org. Biomol. Chem., 2023,21, 5104-5116
https://doi.org/10.1039/D3OB00742A
Asymmetric synthesis of spirocyclic isobenzofuranones via a squaramide-catalysed sulfa-Michael desymmetrisation reaction
Herein, we describe the enantioselective synthesis of spirocyclohexenone isobenzofuranones through a sulfa-Michael addition/desymmetrization reaction catalyzed by a squaramide organocatalyst.
Org. Biomol. Chem., 2023,21, 2570-2574
https://doi.org/10.1039/D3OB00126A
Catalytic I2-moist DMSO-mediated synthesis of valuable α-amidohydroxyketones and unsymmetrical gem-bisamides from benzimidates
We report a method of coupling of benzimidates and acetophenones mediated by catalytic I2 and moist DMSO to furnish α-amidohydroxyketones as well as symmetrical and unsymmetrical bisamides. Promising recognition properties of α-amidohydroxyketones were established.
Org. Biomol. Chem., 2023,21, 2524-2530
https://doi.org/10.1039/D3OB00165B
Visible/solar-light-driven thiyl-radical-triggered synthesis of multi-substituted pyridines
A light-mediated synthesis of thio-functionalized pyridines has been achieved using γ-ketodinitriles and thiophenols under green LED irradiation or direct sunlight.
Org. Biomol. Chem., 2023,21, 1680-1691
https://doi.org/10.1039/D3OB00009E
Pd(II)-catalyzed coupling of C–H bonds of carboxamides with iodoazobenzenes toward modified azobenzenes
A protocol for obtaining modified azobenzenes is reported via the Pd(II)-catalyzed C–H functionalization of carboxamides using iodoazobenzenes. It would serve as an ancillary route to the cross-coupling reaction used to obtain modified azobenzenes.
Org. Biomol. Chem., 2023,21, 1793-1813
https://doi.org/10.1039/D2OB02322A
About this collection
This special issue celebrates the 175th anniversary of IIT Roorkee by showcasing research from speakers at the “Contemporary Facets in Organic Synthesis” symposium organised to mark the occasion. This collection covers a diverse range of research including some emerging areas like small molecule activation to atom efficient synthetic methods and we hope you enjoy reading the papers featured.