We present a safe and convenient cross-coupling strategy for the large-scale synthesis of biaryls, commercially important structures often found in biologically active molecules. In contrast to traditional cross-couplings, which require prior preparation organometallic reagents, we use copper catalyst generate carbon nucleophiles situ, via decarboxylation easily accessible arylcarboxylic acid salts. The scope potential economic impact reaction are demonstrated by 26 one is an intermediate...

A new strategy for the regiospecific construction of unsymmetrical biaryls is presented, in which easily available salts carboxylic acids are decarboxylated situ to give arylmetal species that serve as nucleophilic component a catalytic cross-coupling reaction with aryl halides. The catalyst system consists copper phenanthroline complex mediates extrusion CO2 from aromatic carboxylates generate arylcopper species, and palladium catalyzes these intermediates This bimetallic allows direct...

Abstract An iodine‐catalyzed sulfenylation of free indoles with sodium sulfinates is described. The reaction selectively afforded 3‐arylthioindoles in good to high yields anisole under metal‐free conditions. Functional groups such as halogens were well tolerated the optimized magnified image

Alkane and arene join together: Various arenes were coupled directly with simple cycloalkanes. The reaction was catalyzed by ruthenium under oxidative conditions to give substituted cycloalkylarenes regioselectively (see scheme).

Look—no transition metal! Transition-metal-free systems for the direct cross-coupling reactions of nitrogen heteroaromatics and alkanes are described. Under influence tBuOOtBu, pyridine N-oxide derivatives react with to furnish corresponding products (alkylated heterocycles) in good yields. Detailed facts importance specialist readers published as ”Supporting Information”. Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted by authors. Please note: The...

Iodine-catalyzed selective 2-arylsulfonyl indole formation from indoles and sodium sulfinates is disclosed. Various substituted were obtained in one pot the absence of metal catalyst at room temperature under air.

Abstract Copper(I) bromide‐catalyzed amidation of 2‐arylpyridine derivatives and 1‐methylindoles with a variety amides was achieved by employing tert ‐butyl peroxide (TBP) as oxidant. Aryl halides could be tolerated under the reaction conditions. Neither special ligand nor base required for this process.

Abstract A concise synthesis of pyrazolo[1,5‐a]indole derivatives by copper‐catalyzed aerobic oxygenation and cyclization indoles with oxime acetates is described. This protocol represents an elegant example N‐1, C‐2, C‐3 tri‐functionalization in one‐pot. Mechanistic studies indicate the reaction proceeds through a radical procedure. Oximes as internal oxidant have been demonstrated to be driver initiate oxidation, which provides new oxidative pattern for C‐H functionalization even high...

The Sc(OTf)3-catalyzed C−C bond formation by direct alkylation of quinolines and pyridines using simple alkanes was developed. Various reacted with to give the corresponding products in 50−91% yields presence tert-butyl peroxide.

An efficient method was developed for the direct acylation of arene sp2 C−H bonds with alcohols using palladium chloride as a catalyst and peroxide oxidant. The were oxidized to their corresponding aldehydes in situ efficiently coupled 2-arylpyridines give aryl ketones chlorobenzene.

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 200 leading journals. To access Abstract, please click on HTML or PDF.

Pd-catalyzed intermolecular aerobic dehydrogenative aromatizations have been developed for the arylation of amines with nonaromatic ketones. Under optimized reaction conditions, primary and secondary are selectively arylated in good yields cyclohexanones 2-cyclohexen-1-ones presence a Pd-catalyst under an atmosphere molecular oxygen.

A Pd-catalyzed desulfitative Heck-type reaction of aromatic sulfinic acid sodium salts with various olefins is developed O2 as the terminal oxidant under mild conditions. The presence phosphane ligand DPEphos in anisole can significantly enhance selectivity.

Radical addition is a robust tool for bond formation. While ketyl radical reactivity of aldehydes by photoredox has been well-established, herein, we have now revealed pathway umpolung with or without external reductant. Hence, the reductive alkylations and challenging benzylations nitrogen heteroarenes (i.e., Minisci reactions) are enabled bromide-promoted visible light-mediated photocatalysis. The present protocol offers mild, viable method late-stage transition-metal-free biologically...

The first palladium-catalyzed diarylamine formation from nitroarenes and cyclohexanone derivatives using borrowed hydrogen is described. Various diarylamines were selectively obtained in good to excellent yields. reaction tolerated a wide range of functionalities. nitro reduction, dehydrogenation, imine reduction realized cascade without an external reducing reagent oxidant.

An efficient procedure for the formation of C–S bonds<italic>via</italic>direct C–H functionalization has been developed under aqueous conditions.

Mild yet direct: A convenient and efficient method for the synthesis of various aryl ketones by palladium-catalyzed desulfinative addition aromatic sulfinic acid sodium salts to nitriles is described (see scheme). Aromatic aliphatic are successfully reacted with arenesulfinic form in good yields. Detailed facts importance specialist readers published as ”Supporting Information”. Such documents peer-reviewed, but not copy-edited or typeset. They made available submitted authors. Please note:...

An efficient indole-to-carbazole strategy has been developed under metal-free conditions. This carbazole formation was highly promoted by NH4I with high regioselectivity through formal [2 + 2 2] annulation of indoles, ketones, and nitroolefins. It thus conveniently enabled the assembly a large number diversified products good tolerance broad range functional groups.

Abstract An efficient method was developed for the desulfitative arylation of indoles with sodium sulfinates using palladium as catalyst and copper chloride dihydrate oxidant. The direct occurred exclusively in C‐2 position proceeded well a range different substrates.

Catalytic dehydrogenative aromatization has emerged as an efficient and environmentally friendly way to access functionalized arenes in recent years.

The iron-catalyzed 2-arylbenzoxazole formation from o-nitrophenols and benzylic alcohols using hydrogen transfer is described. Various 2-arylbenzoxazoles were selectively obtained in good to excellent yields. reaction tolerated a wide range of functionalities. alcohol oxidation, nitro reduction, condensation, dehydrogenation realized cascade without external reducing reagent oxidant.

A novel method for the formation of 2-arylsulfanylphenols from thiols and cyclohexanones is described. Iodine was used as an effective catalyst this kind transformation. Cyclohexanones were a phenol source via dehydrogenation tautomerization reaction.

Highly efficient methods for the synthesis of 2-arylbenzothiazoles and 2-arylnaphtho[2,1-d]thiazoles have been developed. Readily available aromatic amines, benzaldehydes, elemental sulfur were directly assembled through oxidative annulation C–H functionalization under transition-metal-free conditions, where DMSO or oxygen served as oxidant. NH4I KI catalyst was found to be effective promote transformations give products in good excellent yields with wide functional group tolerance.