A straightforward and practical method for direct Pd(OAc)(2)-catalyzed oxidative cross-coupling of electron-deficient perfluoroarenes with aromatic heterocycles has been developed. Because its low catalyst loading (2.5 mol %), high reaction efficiency, good chemo- regioselectivity, excellent functional-group compatibility, this protocol provides a useful operationally simple access to perfluoroarene-thiophene structures interest in functional materials electronic devices.

Selective functionalization of inactive C(sp3)-F bonds to prepare medicinally interesting aryldifluoromethylated compounds remains challenging. One promising route is the transition-metal-catalyzed cross-coupling through oxidative addition bond in trifluoromethylarenes (ArCF3), which are ideal precursors for this process due their ready availability and low cost. Here, we report an unprecedented excited-state palladium catalysis strategy selective defluoroarylation with arylboronic acids....

The first example of visible light promoted fluoroalkylation reactions initiated via noncovalent interactions between acetone and fluoroalkyl iodides is presented. reaction system features synthetic simplicity, mild conditions without any photoredox catalyst, high functional group tolerance. A wide range substrate scopes such as alkenes, alkynes (hetero)arenes were all compatible with the system.

Abstract Trifluoromethyl cationic carbyne (CF 3 C + :) possessing dual carbene‐carbocation behavior emulated as trifluoromethyl metal‐carbynoid =M) has not been explored yet, and its reaction characteristics are unknown. Herein, a novel α‐diazotrifluoroethyl sulfonium salt was prepared used in Rh‐catalyzed three‐component [2+1+2] cycloadditions for the first time with commercially available N ‐fused heteroarenes nitriles, yielding series of imidazo[1,5‐ ] ‐heterocycles that interest...

We report a Pd-catalyzed aerobic dehydrogenative cross-coupling of polyfluoroarenes with thiophenes via 2-fold C–H functionalization. The advantages this reaction are its high efficiency, excellent functional group compatibility, and use molecular O2 as terminal oxidant. This provides useful facile protocol for the preparation polyfluoroarene–thiophene structure interest in materials. Mechanistic studies revealed that is initiated by bond cleavage polyfluoroarenes.

PdF: A simple catalytic system, broad substrate scope, and high versatility provide a useful facile access to partially fluorinated aromatics (see scheme). Tuning the reaction conditions enables diverse range of product structures be prepared. As service our authors readers, this journal provides supporting information supplied by authors. Such materials are peer reviewed may re-organized for online delivery, but not copy-edited or typeset. Technical support issues arising from (other than...

The first example of intermolecular regioselective α-arylation heteroatom-substituted enones with polyfluoroarenes via twofold C–H bond functionalization using a palladium catalyst is reported. This approach provides rapid access to wide range α-fluoroarylated interest in life science.

We report a new protocol for the fluoroalkylation of alkenes and alkynes by using 2-bromophenol as catalyst. This reaction can be tailored different modes altering base solvent, which feature wide substrate scope excellent functional group tolerance with high chemo- regioselectivities. further propose mechanism involving an electron donor-acceptor (EDA) complex.

Here, we report a mild, catalyst-free and operationally simple strategy for the direct perfluoroalkylation of uracils, cytosines pyridinones through visible-light induced pathway.

Atom transfer radical addition and Heck-type reaction between alkenes ethyl iododifluoroacetate by using organophosphine compounds as catalysts have been developed. The proceeds under mild conditions with excellent functional group tolerance high chemo- regioselectivities. Mechanistic study indicates that the might be initiated via noncovalent interactions an catalyst a carbon–iodine bond.

Herein, the first example using commercially available 2-bromo-3,3,3-trifluoropropene (BTP) as a radical acceptor has been reported. Taking advantage of this strategy, wide range secondary trifluoromethylated alkyl bromides were synthesized in good to excellent yields with broad functional group tolerance by redox-active esters precursor. The practicality protocol was further demonstrated diverse derivations and direct modification biologically active molecules.

An efficient and practical method to a wide range of perfluorinated unsymmetrical diarylmethanes with good excellent yields high regioselectivities has been developed by Pd-catalyzed direct benzylation highly electron-deficient perfluoroarenes; compatibility functional groups also established.

An efficient and general method for the synthesis of difluoroalkylated uracils, pyridinones, coumarins through visible-light-induced reaction with commercial materials is developed. The strategy proceeds high efficiency under mild conditions shows excellent functional group compatibility, even toward bromide hydroxyl group, thus demonstrates potent application in a late-stage fluoroalkylation. Moreover, products can be further transformed to diverse variety heterocycles, including molecules...

This study introduces a novel approach involving XB-mediated cross-coupling of α-trifluoromethylated alkyl bromides with coumarins and quinolinones under visible light irradiation. Both density functional theory (DFT) calculations experimental studies converge to suggest that the noncovalent interaction between DMAP, intensified by α-trifluoromethyl group, plays pivotal role in facilitating this chemoselective reaction.

The transition-metal-catalyzed oxidative cross-coupling between two coupling partners with similar structure and electronic characteristics remains a challenge owing to difficulty in suppressing undesired homo-couplings. We herein report Pd-catalyzed thiophenes under mild reaction conditions. This approach can also be extended furans. Some notable advantages of this lie its synthetic simplicity the omission toxic stannanes partner excellent functional-group compatibility. features protocol...

Bacterial consortium transplantation (BCT) is a promising alternative to fecal microbiota in treating inflammatory bowel disease (IBD). Here, we showed that defined bacterial derived from healthy mice was able enhance the intestinal barrier function of with dextran sulfate sodium (DSS)-induced colitis. Interestingly, found significantly promoted expansion IL-17A-producing γδT (γδT17) cells colonic lamina propria, which closely associated changing microbial composition. The increased IL-17A...

A methyl(phenyl)sulfane-promoted direct olefination of polyfluoroarenes catalyzed by palladium has been reported. With use this new thioether ligand, a high reaction efficiency and excellent E/Z ratio desired olefinated were obtained. This represents first example promoted oxidative Heck reaction.

A palladium-catalyzed cross-coupling of unactivated alkylzinc reagents with 2-bromo-3,3,3-trifluoropropene (BTP) has been developed, which was used as a key step to prepare series trifluoromethylated and difluoromethylated amino acids that are great interest in peptide/protein based chemical biology. The advantages the synthesis these fluorinated synthetic simplicity diversity from simple readily available intermediate α-trifluoromethylalkene-containing acid, providing facile route for...

Abstract Fluorinated aziridines are very important structural motifs, but methods access to such structures still rare. In this paper, we report a mild, catalyst‐free and operationally simple strategy for the direct aminofluoroalkylation of olefins driven by noncovalent interaction between N ‐allylanilines fluoroalkyl iodides. This photochemical transformation features synthetic simplicity, mild reaction conditions, without use any photoredox catalyst, high functional group tolerance....

To date, the iron-catalyzed construction of C–heteroatom bonds has been less developed due to difficulty transmetalation with heteroatom anions and sluggish reductive elimination. Herein we report an method for silylation (hetero)aromatic chlorides. It features high efficiency, a broad substrate scope, excellent functional group compatibility. Moreover, this protocol enables late-stage some pharmaceuticals, thus providing access valuable intermediates in medicinal chemistry.