Trinuclear Gold‐Catalyzed 1,2‐Difunctionalization of Alkenes

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(34)

Опубликована: Май 12, 2023

Activated alkyl halides have been extensively explored to generate radicals with Ru- and Ir- photocatalysts for 1,2-difunctionalization of alkenes, but unactivated bromides remain challenging substrates due their strong reduction potential. Here we report a three-component reaction nucleophiles (e.g., amines indoles) using trinuclear gold catalyst [Au3 (tppm)2 ](OTf)3 . It can achieve the 1,2-aminoalkylation 1,2-alkylarylation readily. This protocol has broad scope excellent functional group compatibility (>100 examples up 96 % yield). also affords robust formal [2+2+1] cyclization strategy concise construction pyrrolidine skeletons under mild conditions. Mechanistic studies support an inner-sphere single electron transfer pathway successful cleavage inert C-Br bonds.

Язык: Английский

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Catalytic Synthesis of β‐(Hetero)arylethylamines: Modern Strategies and Advances

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(41)

Опубликована: Авг. 21, 2023

Abstract β‐(Hetero)arylethylamines appear in a myriad of pharmaceuticals due to their broad spectrum biological properties, making them prime candidates for drug discovery. Conventional methods preparation often require engineered substrates that limit the flexibility synthetic routes and diversity compounds can be accessed. Consequently, provide rapid versatile access those scaffolds remain limited. To overcome these challenges, chemists have designed innovative modular strategies β‐(hetero)arylethylamine motif, paving way more extensive use future pharmaceuticals. This review outlines recent progresses synthesis (hetero)arylethylamines emphasizes how innovations enabled new levels molecular complexity, selectivity, practicality.

Язык: Английский

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Ni-catalyzed hydroarylation of alkynes with unactivated β-C(sp2)−H bonds

Nature Communications, Год журнала: 2022, Номер 13(1)

Опубликована: Май 26, 2022

Hydroarylation of alkynes with unactivated C(sp2)-H bonds via chelated C-H metalation mainly occurs at γ-position to the coordinating atom directing groups stable 5-membered metallacycles, while β-C(sp2)-H bond-involved hydroarylation has been a formidable challenge. Herein, we used phosphine oxide-ligated Ni-Al bimetallic catalyst enable β-C-H hydroarylations rare 7-membered nickelacycle.

Язык: Английский

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Ligand-controlled regiodivergent Ni-catalyzed trans-hydroboration/carboboration of internal alkynes with B₂pin₂

Chemical Science, Год журнала: 2024, Номер 15(6), С. 2236 - 2242

Опубликована: Янв. 1, 2024

With the aid of directing group strategy, an approach for synthesis alkenyl and 1-naphthyl boronates with stereo- regioselectivity via ligand-controlled Ni-catalyzed trans -hydroboration/carboboration internal alkynes was developed.

Язык: Английский

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Regioselective intermolecular carboamination of allylamines via nucleopalladation: empowering three-component synthesis of vicinal diamines

Chemical Science, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Intermolecular carboamination of allyl amines under Pd( ii )-catalysis is reported, expediting the synthesis vicinal diamines embedded in a functionally enriched linear carbon framework with high yields and exclusive Markovnikov selectivity.

Язык: Английский

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