The enantioselective cross-aldol reaction between o-hydroxyacetophenones and trifluoromethyl ketones catalyzed by chiral thiourea organocatalysts is reported. Gram-scale synthesis of the product was carried out, with no decrease in yield enantioselectivity. Furthermore, products thus prepared were used preparation medicinally interesting 3,5-diaryl-5-trifluoromethyl-2-isoxazoline β-trifluoromethyl-β-tertiary hydroxy acid ester high enantiopurity.

A copper-catalyzed method for the dehydrogenation of various nitrogen-containing heterocycles to furnish quinolines and indoles has been developed. range 1,2,3,4-tetrahydroquinolines underwent by employing 2 mol % copper complex Cat 3 as a catalyst using O2 an oxidant at 120 °C in 1,2-dichlorobenzene afford desired quinolines. The enables variety indolines presence 2, 10 TEMPO additive under room temperature tetrahydrofuran high yields. Mechanistic studies suggested that dehydrogenative...

Herein, a series of [ONSN]-type iron(III) complexes were synthesized. A binary catalytic system in combination with iron and tetrabutylammonium bromide (TBAB) exhibited high activity for the synthesis cyclic carbonates from CO

An N,N,N‐type Cu(Ⅱ) complex‐catalyzed desaturation method for converting alcohols, ketones, lactones, and lactams to their α,β‐unsaturated carbonyl compounds is reported. The dehydrogenation reaction can be conducted with a green terminal oxidant O2 without requiring strong acid/base or stoichiometric oxidants. complex/TEMPO/O2 system uses non‐noble catalyst, as well demonstrates high activity functional group tolerance. Notably, H2O the byproduct produced overoxidation not observed during...

Herein, we report that binuclear copper complexes used as dehydrogenative catalysts, combined with oxygen an oxidant and 2,2,6,6-tetramethylpiperidinyl-1-oxide (TEMPO) additive, are capable of effectively catalyzing the successive dehydrogenation aromatic propanols to produce α,β-unsaturated aldehydes. This method has advantages high efficiency, simple operation, oxidant. The reaction mechanism continuous was investigated by in situ infrared spectroscopy control experiments. process...

Herein, we report that an efficient and practical organocatalyzed strategy enables direct amidation of a wide range carboxylic acids variety amines. The system is proved to be suitable for the synthesis small molecular peptides from protected amino acids, method was successfully applied late stage functionalization drug molecules or pharmaceutical intermediates. Mechanistic studies by control experiments, in situ infrared spectroscopy, 11B nuclear magnetic resonance (11B NMR), density...

The first example of a photocatalyst-free strategy for the photo-promoted synthesis gem -dihaloenones is developed.

A type of N-heterocyclic carbenes (NHC)-diboron adducts are used as a catalyst for the coupling CO2 with epoxides. The multifunctional organocatalysts containing both boron Lewis acidic site...

β-Turn tetrapeptides were demonstrated to catalyze asymmetric aldol reaction of α-branched aldehydes and α-carbonyl aldehydes, i.e. glyoxylates α-ketoaldehydes, biomimetically synthesize acyclic all-carbon quaternary center-bearing 1,4-dicarbonyls in high yield excellent enantioselectivity under mild conditions. The spatially restricted environment the tetrapeptide warrants with broad substrates. Using this protocol, (R)-pantolactone, key intermediate vitamin B5, was readily accessed a...

Herein, we have reported an environmentally friendly asymmetric aldol reaction between isatins and ketones catalyzed by double-hydrogen-bonded primary amine organocatalysts on water under mild conditions. Enantioenriched 3-hydroxy-2-oxindoles were obtained in high yields (up to 99%) excellent stereoselectivities 99 : 1 dr 99% ee) optimal Furthermore, the model involving isatin cyclohexanone was successfully scaled 10 mmol with no reduction yield or stereoselectivity. In addition, catalyst...

Abstract Transition‐metal‐catalyzed C−H functionalization of aromatic secondary amides with alkynes mainly undergo C−H/N−H annulation but rarely ortho‐alkenylation. It is particularly challenging to selectively realize both oxidative and ortho‐alkenylation in the transition‐metal‐catalysis. In this article, we synthesized fully‐substituted 2‐pyridones 2,6‐naphthyridine‐1,5‐diones via C(sp 2 )−H fumaramides for first time. Under Ru‐catalysis, 1,2‐diaryl ethynes leading intermediate 2‐pyridone...

The highly asymmetric Michael addition reaction between maleimides and aldehydes catalyzed by N-primary-amine β-turn tetrapeptides with excellent yields enantioselectivities was reported.

A variety of strategies for direct alkoxylation the benzyl C–H bond have been developed toward construction ethers. The light-induced provides an alternative strategy synthesis these important intermediates. photocatalyzed has dominated by metal-catalyzed methods. Herein, we reported a light-driven organocatalytic approach use 9,10-dibromoanthracene as photocatalyst and employing N-fluorobenzenesulfonimide oxidant. This reaction proceeds at room temperature is capable converting alkyl...

Abstract This work demonstrates that a tert ‐leucine‐derived 2‐phenolic anilide is the efficient organocatalyst to catalyze asymmetric cross‐aldol reaction of glyoxylate and alkyl aldehydes in high yield enantioselectivity at room temperature. As compared reported simple primary amino acids, can produce two hydrogen bonds from its phenolic hydroxy amide groups with aldehyde moiety ethyl glyoxylate, greatly enhancing electrophilicity effectively increasing induction aldol reaction....

Abstract The first examples of highly effective Henry reactions between nitroalkanes and aldehydes or trifluoromethyl ketones that proceed under catalyst-free additive-free conditions, in a recyclable tap water medium, at room temperature are reported. This process tolerates broad range to give series β-nitro alcohol products excellent yields. Such widely used the syntheses pharmaceutical intermediates natural products. protocol can be successfully scaled up 50-mmol scale without reduction...

Abstract ( R)‐ Pantolactone, an intermediate in the syntheses of Vitamin B5 and coenzyme A, is important chiral molecule often used as a food additive, auxiliary, starting material for organic transformations. Enantioenriched pantolactones are predominantly produced by biological fermentation chemical synthesis approaches. Herein, we present review recent developments asymmetric pantolactone through different methods, systematically summarize characteristics advantageous features these...

Abstract An efficient strategy shaping the construction of ( R )‐3‐alkyl‐3‐hydroxyindolin‐2‐one and S )‐5‐trifluoromethyl‐4‐hydroxy‐4‐arylpentan‐2‐one derivatives catalyzed by β‐turn tetrapeptide catalyst under mild conditions was developed. Various isatins ketones could participate in this reaction, desired adducts were obtained with excellent yield (up to 99 %) moderate high enantioselectivity (ee up 85 diastereoselectivity (dr >20 : 1). Moreover, a series trifluoromethyl also resulting...

Highly enantiopure and bioactive δ-valerolactones pyrazolones, bearing α-all-carbon quaternary stereocentres, were successfully sequentially prepared <italic>via</italic> a one-pot procedure catalysed by new chiral squaramide under mild reaction conditions.