Fe(salan) complexes were found to be efficient catalysts for the asymmetric aerobic oxidative coupling of 2-naphthol derivatives. This reaction can carried out in air at 60 degrees C with high enantioselectivity up 97% ee. is first report oxidation using molecular oxygen absence additives.

The combo pack: Copper-catalyzed trifluoromethylation of alkenes bearing an allylic proton combined with CC bond formation affords the title compounds in good to high yields (see scheme). reactions are faster than trifluoromethylation, especially 1,4-dioxane. A unique 1,6-oxytrifluoromethylation occurred instead anticipated seven-membered ring forming carbotrifluoromethylation reaction.

Highly enantioselective aerobic oxidative cross-coupling of 2-naphthols with broad substrate scope was achieved using an iron(salan) complex as the catalyst. Enantiomeric excesses products ranged from 87 to 95%. The reaction found be different that homocoupling under same conditions.

A new chiral Fe(salan) complex was synthesized, and it found to serve as an efficient catalyst for asymmetric oxidation of sulfides using hydrogen peroxide in water without surfactant. Not only alkyl aryl but also various methyl were oxidized the corresponding sulfoxides with high enantioselectivities up 96% ee. It should be noted that turnover number 4 amounts 8000.

Optically active aluminum(salalen) complex 2 was newly synthesized in a modular synthetic manner, and it found to serve as an efficient catalyst for hydrophosphonylation of aldehydes aldimines, giving the corresponding α-hydroxy α-amino phosphonates with high enantioselectivity, respectively. The scope wide, both aliphatic aromatic aldimines were successfully used substrates reaction. potent catalysis is attributed its unique structure: adopts distorted trigonal bipyramidal configuration...

CF3 on C: Trifluoromethylation of allylsilane derivatives was accomplished through the use CuI and Togni's reagent (1) under mild conditions. The reaction allylsilanes without a substituent in 2-position gave vinylsilane derivatives, while 2-substituted afforded desilylated products. utility products demonstrated their further transformation.

A multitalented system: N-Migratory oxytrifluoromethylation and one-pot three-component reactions of allylamines as well the aminotrifluoromethylation alkenyl amines all proceeded efficiently in presence Togni reagent (1) CuI to afford a variety β-trifluoromethylamine derivatives (see scheme).

Iron-catalyzed trifluoromethylation with concomitant 1,2-migration of an aryl group starting from diaryl allyl alcohol was achieved under mild conditions. This reaction system affords α-substituted-β-trifluoromethyl carbonyl compounds in high efficiency. In the case substrates bearing different groups, selective migration observed.

Abstract Die Trifluormethylgruppe ist Bestandteil vieler synthetischer bioaktiver Verbindungen, und die Difunktionalisierung von CC‐Bindung wurde als wirksame Strategie zum Aufbau Verbindungen mit verschiedenen Funktionalitäten intensiv erforscht. Folgerichtig difunktionalisierende Trifluormethylierung Alkenen auf wachsendes Interesse gestoßen, da Produkte potenzielle Bausteine für bioaktive Moleküle darstellen. Dieser Aufsatz stellt neueste Fortschritte bei der unter gleichzeitiger...

We examined the mechanism of our previously reported aminotrifluoromethylation reaction, which proceeds via intramolecular cyclization alkenylamines in presence combination copper catalyst and Togni reagent (1). Kinetic studies revealed that initial rate reaction was first order with respect to CuI, as well substrate. Changes (19)F NMR chemical shift during suggested existence a dynamic equilibrium involving coordination not only reagent, but also substrate amine product aziridine copper....

We report the first successful example of a highly enantioselective fluorolactonization with an electrophilic fluorinating reagent, Selectfluor(®), in presence novel bifunctional organocatalyst. The catalyst design includes carboxylate anion functioning as phase-transfer agent and benzyl alcohol unit to capture substrate through hydrogen bonding. Fluorinated isobenzofuranones were obtained good yields up 94% ee (97:3 er). On basis mechanistic studies, we propose unique reaction mechanism...

Carbotrifluoromethylation of acryloanilide derivatives with the combination CuI and Togni's reagent affords oxindole bearing a 3-trifluoroethyl group in high yields under mild conditions that are compatible various functional groups.

Catalyst controlled regio-, and chemo-selective C-H arylation of benzylamines.

Mit vereinten Kräften liefern die kupferkatalysierte Trifluormethylierung von Alkenen, Protonen in Allylstellung tragen, und eine C-C-Kupplung Titelverbindungen guten Ausbeuten (siehe Schema). Die Reaktionen sind, speziell 1,4-Dioxan, schneller als allylische Trifluormethylierung. Eine 1,6-Oxytrifluormethylierung tritt an Stelle der erwarteten Carbotrifluormethylierung unter Bildung eines Siebenrings.

Several optically active Nb(salan) complexes were synthesized, and their oxidation catalysis was examined. A dimeric μ-oxo complex that prepared from Nb(OiPr)5 a salan ligand found to catalyze the asymmetric epoxidation of allylic alcohols using urea−hydrogen peroxide adduct as an oxidant with good enantioselectivity. However, subsequent studies time course this relationship between ee product indicated dimer dissociates into monomeric species prior epoxidation. Moreover, in situ ligands...

A highly enantioselective bromocyclization of allylic amides with N-bromosuccinimide (NBS) was developed DTBM-BINAP as a catalyst, affording chiral oxazolines tetrasubstituted carbon center in high yield up to 99% ee. By utilizing the bromo substituent handle, obtained compounds were converted synthetically useful building blocks.

CF3 an C: Die Trifluormethylierung von Allylsilanen gelingt mit CuI und dem Togni-Reagens 1 unter milden Bedingungen. Nicht in 2-Stellung substituierte Allylsilane ergaben Vinylsilane, während desilylierte Produkte lieferten. dieser Umsetzungen konnten anschließend für weitere Reaktionen verwendet werden.

Phenol derivatives were trifluoromethylated using copper/Togni reagent. Reaction in DMF selectively gave benzylic trifluoromethylation products, whereas aromatic products obtained <italic>t</italic>-BuOH.

Inspired by the dicationic nature of electrophilic fluorinating reagent, Selectfluor (1), we rationally designed a series dicarboxylic acid precatalysts (2), which, when deprotonated, act as anionic phase-transfer catalysts for asymmetric fluorination alkenes. Among them, 2a having shortest linker moiety efficiently catalyzed unprecedented 6-endo-fluoro-cyclization various allylic amides, affording fluorinated dihydrooxazine compounds with high enantioselectivity (up to 99% ee). In addition...

Abstract Hydrotrifluoromethylation, vinylic trifluoromethylation, and iodotrifluoromethylation of simple alkenes have been achieved by using Togni reagent in the absence any transition metal catalyst. These reactions were readily controllable selection appropriate salts solvents. The addition K 2 CO 3 afforded hydrotrifluoromethylation product, with DMF acting not only as a solvent, but also hydrogen source. In contrast, use tetra‐ n ‐butylammonium iodide (TBAI) 1,4‐dioxane resulted while KI...

Abstract A linked dicarboxylate phase‐transfer catalyst enables smooth asymmetric dearomative fluorination of 2‐naphthols with Selectfluor under mild conditions to give the corresponding 1‐fluoronaphthalenone derivatives in a highly enantioselective manner. This reaction, which is compatible range functional groups, first example catalytic 2‐naphthols, and expected be useful synthesis bioactive molecules.

Thiobenzoic acid (TBA) can serve as a single-electron reducing agent under photoirradiation from blue light-emitting diode, in the presence of appropriate electron acceptors, and resulting sulfur-centered radical species undergoes hydrogen atom abstraction. This dual-role catalysis by TBA enables regioselectivie Cα–H arylation benzylamines, benzyl alcohols, ethers, well dihydroimidazoles, with cyano(hetero)arenes good yield, without need for transition-metal photocatalyst and/or...