Abstract A practical and efficient method for the direct trifluoromethylthiolation of unactivated C(sp 3 )H bonds by AgSCF /K 2 S O 8 under mild conditions is described. The reaction has a good functional‐group tolerance selectivity. Initial mechanistic investigations indicate that may involve radical process in which K plays key roles both activation bond oxidation .

Impressive progress has been achieved during the past decade in incorporation of various fluroinecontaining groups, especially lightly fluorinated into organic compounds. Among them, introduction difluoromethyl group a compound commonly brings about many special and important effects. Two major strategies have developed: (1) direct transfer CF2H target molecules (direct difluoromethylation); (2) functionlized moiety substrates followed by subsequent transformation functional hydrogen or...

It's a benzyl kind of magic: In the title reaction proceeding with chloride as oxidant, group serves carbon ligand, thus having an η3-coordination effect on palladium (see scheme). A variety aldehydes and alcohols were selectively converted into corresponding esters in good to excellent yields.

We report herein a general and practical copper-catalyzed fluorosulfonylation reaction of wide range abundant arenediazonium salts to smoothly prepare various arenesulfonyl fluorides using the 1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct as convenient sulfonyl source in combination with KHF2 an ideal fluorine without need for additional oxidants. Interestingly, electronic character arene ring starting has significant impact on mechanistic pathway.

A new radical oxytrifluoromethylation of alkenes via an aerobic Cvinyl-heteroatom bond oxygenation process is reported, in which O2 and a catalytic amount K2S2O8 work concert to activate CF3SO2Na. Mechanistic investigation disclosed that CF3SO2˙ could react with reinitiate chain process.

A general and efficient approach to various aliphatic sulfonyl fluorides by the reductive decarboxylative fluorosulfonylation of carboxylic acids via a radical sulfur dioxide insertion fluorination strategy was developed.

Comprehensive Summary Allenylboronates are valuable synthetic building blocks and have garnered significant interest. However, their 1,3‐diboyl substituted analogs not been reported. Herein, we disclosed a novel method for creating allenes from gem ‐iododiboron compounds alkynyl Grignard reagents. The starting materials initially converted into the corresponding propargylic ‐bis(boronates), which then undergo an intermolecular boryl group transfer to afford allenes, as confirmed by...

NCl is no competition: Aryl halides were tolerated in an efficient ligandless CuCl-catalyzed electrophilic amination reaction of arylboronic acids with N-chloroamides (see scheme; Ac=acetoxy). This coupling proceeded smoothly at ambient temperature, and products obtained good to excellent yields. Detailed facts importance specialist readers are published as ”Supporting Information”. Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted by the authors....

The 20 π-electron nonaromatic isophlorin 2 had been successfully isolated and thoroughly characterized was formed by reduction of Cu(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin (Cu1) with activated zinc powder. However, the reaction utilizing Ni(II) (Ni1) as a substrate Na2S2O4 reductant at 100 °C resulted in formation porphydimethene 5. Subsequent N-methylation led to N-dimethylated 3 or N-tetramethylated 4 depending on choice base used.

We report herein the transition-metal-free azidofluorination of unactivated alkenes. Thus, condensation various alkenes with TMSN3 and Selectfluor in aqueous CH3CN at RT led to efficient regioselective synthesis β-fluorinated alkyl azides excellent functional group compatibility good stereoselectivity. A single electron transfer mechanism involving oxidative generation azidyl radicals is proposed.

The visible-light-induced photoredox difunctionalization reactions of styrenes with 1,1,1-trifluoro-2-iodoethane under an oxygen atmosphere in the presence water give γ-trifluoromethyl alcohols. In this radical reaction, atom product originates from molecular oxygen, and is shown to be important promote reaction.

Abstract Presented is a novel intermolecular radical trifluoromethylfluorosulfonylation of unactivated alkenes under mild reaction conditions with good functional‐group tolerance in the most atom‐economic manner by using readily available Ag(O 2 CCF SO F) and N ‐fluorobenzenesulfonimide (NFSI). Both trifluoromethyl sulfonyl groups products originate from F).

A novel strategy was developed to trigger ·CF3 by using in situ generated peroxide NMP under O2 or air as the radical initiator. Radical trifluoromethylation of alkenes achieved toward tertiary β-trifluoromethyl alcohols. Various alcohols can be synthesized good yields without extra oxidants transition metal catalysts. Preliminary mechanistic investigation revealed that diffusion influence reaction rate.

Oxidative coupling of benzylamines to imines by molecular oxygen is efficiently realized in the presence very low catalyst loadings Co(II) β-tetrakis(trifluoromethyl)-meso-tetraphenylporphyrin. Due effect four β-CF3 groups, shows good selectivity and high turnover number. The reaction easily scaled up may provide a convenient way prepare many large scale.

A highly selective radical dioxygenation of alkenes using hydroxamic acid and O2 was developed, copper/cobalt used as the catalyst without assistance any additional ligands or bases. Mechanistic investigation disclosed that copper salt work in concert to activate acid, with Cu(I) Cu(II) concurrently existing this reaction.

A versatile and general zinc-mediated intermolecular reductive radical fluoroalkylsulfination of unsaturated C-C bonds has been developed using readily available fluoroalkyl bromides 1,4-diazabicyclo[2.2.2]octane-bis(sulfur dioxide) adduct (DABSO) with wide substrate scope excellent functional group tolerance. Sulfur dioxide anion generated in situ from the reduction sulfur zinc may be involved reaction mechanism.

Reaction of unactivated alkenes affords various fluoroalkyl-containing alkyl sulfonyl fluorides with good functional group tolerance under mild conditions.

Herein we report a practical and efficient copper-catalyzed approach for the conversion of various arenediazonium salts to corresponding N-protected sulfonimidoyl fluorides. This operationally simple protocol tolerates wide range functional groups can be applied late-stage modification complex bioactive molecules. Furthermore, pharmaceutically important primary sulfonamides sulfonimidamides derived from these valuable fluoride units were prepared in minimal synthetic steps.

We disclose herein a photocatalytic decarboxylative fluorosulfonylation reaction of various hypervalent iodine(III) carboxylates in combination with 1,4-diazabicyclo[2.2.2]octane–bis(sulfur dioxide) adduct as sulfonyl source and KHF2 desirable fluorine via radical sulfur dioxide insertion fluorination strategy. A one-pot carboxylic acids mediated by PhI(OAc)2 was realized, well. Notably, this transformation can be performed under heating conditions without the need for catalysts.

A novel and facile method for the Zn-mediated intramolecular cyclization of β-porphyrin radicals has been developed convenient effective construction newly fused five-membered porphyrin systems from readily available β-bromotetraarylporphyrins.

Summary of main observation and conclusion The limited availability highly valuable arenesulfonyl fluorides seriously hinders their further application in many research fields including medicinal chemistry chemical biological, organic synthesis, polymer preparation, etc . We report herein a mild efficient copper‐free Sandmeyer‐type fluorosulfonylation reaction various arenediazonium salts to prepare using K 2 S O 5 as both reductant practical sulfonyl source combination with N...