Themed collection 2019 Organic Chemistry Frontiers HOT articles

A new [3 + 3] annulation method for the synthesis of polycyclic aromatic hydrocarbons (PAHs) from two smaller aromatic fragments is reported. Packing structures for four products were obtained and relation to that of parent perylene was discussed.

An efficient photoredox-mediated [2 + 2 + 1] annulation of 1,6-enynes with N-hydroxyphthalimide esters was reported for the synthesis of spiro and non-spiro indene-containing polycyclic frameworks.

Novel electron-deficient 1,1′-binaphthol derivatives bearing two dicarboximide groups at the peri-positions show intense blue luminescence and aggregation-enhanced emission characteristics.

2-Hydroxy cinnamaldehydes and acyclic N-sulfonyl ketimines were used as multisite substrates in an iminium catalysis triggered sequential process, leading to diverse chiral bridged polycyclic aminals in a highly regio- and stereoselective manner.

An asymmetric domino 1,6-addition/annulation reaction of 3-cyano-4-alkenyl-2H-chromen-2-ones with isatin-derived MBH carbonates was achieved by using a modified cinchona alkaloid as a catalyst.

2,2′-Bisindole bridges can be easily created at (thia)calixarene cores providing the molecules with multiple functionalities for application in supramolecular chemistry.

A generally applicable method for Minisci C–H alkylation of N-heteroarenes with aliphatic alcohols via β-scission of alkoxy radical intermediates under photoredox-catalyzed conditions.

A novel chiral DMAP–thiourea bifunctional catalyst has been prepared and applied in the highly enantioselective Steglich and Black rearrangement reactions.

The first general route for nickel-catalyzed transfer hydrogenation reaction of alkenes and alkynes using water as the hydrogen source has been developed.

The synthesis and characterization of a bistrifluoromethylated organocuprate [Ph₄P]⁺[Cu(CF₃)₂]⁻ and its reactions with a variety of activated heteroaryl bromides, chlorides and iodides were described.

A [3 + 2] annulation between the Morita–Baylis–Hillman (MBH) carbonates and pyrazoloneyldiene oxindoles catalyzed by (S)-SITCP has been developed.

An easily available, air/moisture insensitive and broadly applicable electrophilic reagent trifluoromethyl-substituted selenium ylide 1a and its reactions with a variety of nucleophiles including β-ketoesters and silyl enol ethers, aryl/heteroaryl boronic acids, electron-rich heteroarenes and sulfinates were described.

We report the quantification of the hydrophobic effect using a model system based on water-soluble super aryl-extended calix[4]pyrrole receptors and a series of pyridyl N-oxide derivatives, bearing a non-polar para-substituent, as guests.

A 3.6 nm-pore SOF is constructed, which adsorbs both photosensitizers and polyoxometallates for visible light-induced proton reduction to produce H₂.

Photo-induced radical reductive dehalogenation of inactivated aryl/alkyl bromides and chlorides with a palladium complex is described. Reductive cyclization, dehalogenative deuteration, and radical addition process can be achieved smoothly.

A palladium-catalyzed dearomative arylphosphorylation reaction of indoles involving C–C/C–P bond formation is developed.

Cooperation between an alcoholic proton and boryl species in the selective gem-hydrodiborylation of carboxylic esters is described.

The ESIPT-fluorescence deactivation is caused by ISC and phosphorescence.

The copper-catalyzed enantioselective intramolecular conjugate addition of imino esters for desymmetrization of cyclohexadienones was described, providing access to enantioenriched 3-amino-hydrobenzofuran-2,5-diones.