The NICS(0), NICS(0.5), and NICS(1) values in our paper were taken from the data used to construct the isotropic shielding contour plots for furan, pyrrole, and thiophene shown in Figures 1–6, at the points with coordinates (0.0, 0.0, 0.0), (0.0, 0.0, 0.5), and (0.0, 0.0, 1.0) (in angstroms; the x and y coordinates are along the horizontal and vertical axes, respectively, in Figures 1a–3a). These points

Helical distortion of polyaromatic hydrocarbons gives rise to a special class of π-conjugated systems, namely helicenes. Owing to their configurational stability and easily tunable optoelectronic properties (via heteroatom-doping), helicenes have recently come to the fore as building blocks for applications in material science (CP-OLEDs, chiroptical switches); in this context, boron-doped helicenes

We report an allenylic substitution of racemic tertiary allenylic alcohols with indoles by a cooperative catalyst consisting of iridium/(P, olefin)-ligand catalyst and Lewis acid to give allenylated indoles bearing a quaternary carbon center with good enantioselectivities. 7-Azaindoles also reacted with allenylic alcohols to form the corresponding allenylated products with high enantioselectivities

Photoinduced Ullmann-type cross-coupling reactions have become a significant advancement in organic synthesis, providing an efficient means to form C–C and C–heteroatom bonds under milder, light-driven conditions. Utilizing copper catalysis, these reactions present considerable benefits over traditional thermal methods by improving reaction efficiency and promoting more sustainable processes. This

A novel p-toluenesulfonic acid-catalyzed solvent-controlled regioselective thiolation of 2-furylcarbinols for the efficient and chemoselective preparation of densely functionalized furan- and lactone-based sulfides under mild metal-free conditions has been developed. By using thiols as nucleophiles in DCE at 80 °C, a new reactivity involving a cascade C5-selective nucleophilic substitution/protonation-hydration/C-S

The functionalization of N-heterotriangulenes has been extensively investigated for their potentials as optoelectronic materials. However, study on the influence of molecular geometry on the property of N-heterotriangulene is still rare. Here we present the synthesis of an isomer of N-heterotriangulene containing five-, six- and seven-membered rings around the central nitrogen atom. The isomer can

A novel and mild method for the highly selective synthesis of asymmetric urea from amines and COS has been established. This method effectively synthesizes asymmetric urea from combinations of aliphatic primary amines and aliphatic secondary amines, as well as from sterically hindered aliphatic primary amines and aromatic primary amines. This breakthrough overcomes the previous limitation of using

N-alkyl Indazoles are highly privileged skeleton in pharmaceutical applications. Generally, N1 and N2-alkyl indazoles represents distinct pharmaceutical and biological activities due to their molecular shape and electrostatic distribution. Herein, we described a regiodivergent N-alkylation of indazoles via nucleophilic ring opening of D-A cyclopropanes by employing different Lewis acid catalysts. Under

The synthesis of structurally diverse silacycles is crucial for the silicon-containing drug and agrochemical development. However, catalytic synthesis of dense-functionalized silacycles that based on selectively cleavage and reconstruction of the carbon–silicon bond in the organosilicon precursors remain largely elusive. Herein we report a divergent catalysis of ring-reconstruction transformation of

Sulfonamides, especially primary aryl sulfonamides are very important scaffolds not only because of the wide applications as pharmacophores in drugs, but also the derivatization for other sulfonamides and different sulfur-containing compounds. Among the aryl sulfonamides, most syntheses of electron-rich (hetero)aryl sulfonamides are still severely limited by the classic chlorosulfonation or oxidative

Chiral phosphoric acid-catalyzed enantioselective Friedel−Crafts alkylation of 4‑aminoindoles with β,γ-alkynyl-α-ketoimines has been developed. A range of optically pure C7-functionalized indoles bearing a quaternary α-amino acid or trifluoromethylated tetrasubstituted alkylamine motif were obtained with up to 98% yield and 99% ee. This protocol effectively incorporates the site-specific Friedel-Crafts

The reactivity of oxaziridines is significantly influenced by the substituents on the nitrogen atom. Despite extensive studies since their discovery by Emmons in 1956, research on the reactivity of N-aryl/heteroaryl oxaziridines remains limited. This limitation is likely due to the lack of efficient synthetic methods. In this study, a visible -light-induced photochemical strategy was developed to address

Two viologen-like macrocyclic receptors, [1]2+ and [2]2+, merging a bent oligophenylene loop with a (para-xylylene)bispyridinium moiety were designed and synthesized. Both dications were derived from the same precursor: the more strained cycloparaphenylene analogue [1]2+ was obtained using a reductive aromatization, whereas the less curved, meta-phenylene-containing [2]2+ was generated using a double

Saturated carbon chain elongation is a common refrain in numerous synthetic pathways. While the formation of C‐C single bonds is of primary importance in organic synthesis, simultaneous introduction of functional groups such as nitrile or ester can reasonably increase its practical utility to prepare multifunctional products. Knoevenagel reaction is one of the powerful tools to create carbon backbones

The unique reactivity and stability of enamides make them attractive reagents in organic synthesis. Herein, we investigated the reactivity of acetanilides and pyridyl acetamides in the formation of a C–N bond through a Chan‐Evans‐Lam reaction using arylalkenyl boron‐based reagents yielding a wide scope of N‐aryl enamides with an E configuration. The products obtained have been applied in the synthesis

Efficient syntheses of mono‐, di‐, and heterodihalogenated derivatives of tyrosine N‐oxime methyl ester are reported. Monohalogenation with N‐bromosuccinimide (NBS), N‐chlorosuccinimide (NCS) or N‐iodosuccinimide (NIS) was optimized by addition of acid to suppress dihalogenation, affording bromo, chloro, and iodo derivatives in 71%, 50‐53%, and 78‐80% yields, respectively. Homodihalogenation utilized

The anion binding features of pyrrole- and benzene-strapped calix[4]pyrroles 1 and 2, in particular, for F– and HCO3– have been examined by means of NMR spectroscopy in DMSO-d6, CDCl3, and CD3CN, respectively. Receptors 1 and 2 were found to bind F– and HCO3– tightly via slow binding/release equilibria in these solvents. A combination of 1H and 19F NMR spectroscopic analyses with mass spectrometry