Copper anchored on phosphorus g-C3N4 as a highly efficient photocatalyst for the synthesis of N-arylpyridin-2-amines DOI

Jia‐Qi Di,

Mo Zhang, Yuxuan Chen

и другие.

Green Chemistry, Год журнала: 2021, Номер 23(2), С. 1041 - 1049

Опубликована: Янв. 1, 2021

A copper modified phosphorus doped g-C3N4 (Cu/P-CN) has been prepared and identified as an efficient catalyst for the synthesis of N-arylpyridin-2-amine derivatives by reaction 2-aminopyridine aryl boronic acid under irradiation blue light.

Язык: Английский

A Review on the Latest Progress of Chan‐Lam Coupling Reaction DOI
Jinquan Chen, Jinghang Li, Zhi‐Bing Dong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 362(16), С. 3311 - 3331

Опубликована: Июнь 12, 2020

Abstract Chan‐Lam reactions hold promise as one of the most efficient synthetic methods to construct various carbon‐heteroatom or carbon‐carbon bonds. Recently, a series were developed boost organic synthesis. Herein, we summarized latest research and progress coupling illustrate its value. magnified image

Язык: Английский

Процитировано

249

Construction of C–N bonds from small-molecule precursors through heterogeneous electrocatalysis DOI
Junnan Li, Yuxuan Zhang,

Kiran Kuruvinashetti

и другие.

Nature Reviews Chemistry, Год журнала: 2022, Номер 6(5), С. 303 - 319

Опубликована: Апрель 25, 2022

Язык: Английский

Процитировано

232

Impact of Cross-Coupling Reactions in Drug Discovery and Development DOI Creative Commons
Melissa J. Buskes, Marı́a-Jesús Blanco

Molecules, Год журнала: 2020, Номер 25(15), С. 3493 - 3493

Опубликована: Июль 31, 2020

Cross-coupling reactions have played a critical role enabling the rapid expansion of structure–activity relationships (SAR) during drug discovery phase to identify clinical candidate and facilitate subsequent development processes. The reliability flexibility this methodology attracted great interest in pharmaceutical industry, becoming one most used approaches from Lead Generation Optimization. In mini-review, we present an overview cross-coupling reaction applications medicinal chemistry efforts, particular Suzuki–Miyaura Buchwald–Hartwig as remarkable resource for generation carbon–carbon carbon–heteroatom bonds. To further appreciate impact methodology, authors discuss some recent examples candidates that utilize key their large-scale synthetic process. Looking into future opportunities, highlight versatility towards new chemical modalities like DNA-encoded libraries (DELs), peptides cyclopeptides, allosteric modulators, proteolysis targeting chimera (PROTAC) approaches.

Язык: Английский

Процитировано

209

Dioxazolones: Stable Substrates for the Catalytic Transfer of Acyl Nitrenes DOI Creative Commons

Kaj M. van Vliet,

Bas de Bruin

ACS Catalysis, Год журнала: 2020, Номер 10(8), С. 4751 - 4769

Опубликована: Март 30, 2020

Dioxazolones are a convenient class of acyl nitrene transfer reagents. Their application in homogeneous transition-metal catalysis has led to many new amidation reactions. typically activated by transition metals at relatively low reaction temperatures. The metal nitrenoids formed decarboxylative activation dioxazolones generally electron deficient and commonly react concerted fashion. "Intermolecular" insertion reactions involving preactivated C–H bonds ("inner-sphere" mechanism) easily compete with the Curtius-type rearrangement, but for intramolecular "direct" transfer/insertion nonpreactivated substrates (i.e., without preceding formation metal–carbon or metal–hydride bonds) extensive ligand optimization is important prevent such unwanted side ease dioxazolone synthesis, CO2 gas as sole byproduct from dioxazolones, importance general development several interesting producing N-aryl amides, oxazoles, lactams. Since proceeds under mild conditions, stereo- enantioselective also possible, which useful synthesis bioactive nitrogen-containing compounds. This review provides an overview these reported recent years.

Язык: Английский

Процитировано

175

A photochemical dehydrogenative strategy for aniline synthesis DOI
Shashikant U. Dighe, Fabio Juliá, Alberto Luridiana

и другие.

Nature, Год журнала: 2020, Номер 584(7819), С. 75 - 81

Опубликована: Авг. 5, 2020

Язык: Английский

Процитировано

167

A radical approach for the selective C–H borylation of azines DOI

Ji Hye Kim,

Timothée Constantin, Marco Simonetti

и другие.

Nature, Год журнала: 2021, Номер 595(7869), С. 677 - 683

Опубликована: Май 20, 2021

Язык: Английский

Процитировано

135

Exploiting the sp2 character of bicyclo[1.1.1]pentyl radicals in the transition-metal-free multi-component difunctionalization of [1.1.1]propellane DOI
Weizhe Dong, Expédite Yen‐Pon, Longbo Li

и другие.

Nature Chemistry, Год журнала: 2022, Номер 14(9), С. 1068 - 1077

Опубликована: Июль 21, 2022

Язык: Английский

Процитировано

103

Decarboxylative Borylation and Cross-Coupling of (Hetero)aryl Acids Enabled by Copper Charge Transfer Catalysis DOI
Nathan W. Dow,

P. Scott Pedersen,

Tiffany Q. Chen

и другие.

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(14), С. 6163 - 6172

Опубликована: Апрель 4, 2022

We report a copper-catalyzed strategy for arylboronic ester synthesis that exploits photoinduced ligand-to-metal charge transfer (LMCT) to convert (hetero)aryl acids into aryl radicals amenable ambient-temperature borylation. This near-UV process occurs under mild conditions, requires no prefunctionalization of the native acid, and operates broadly across diverse aryl, heteroaryl, pharmaceutical substrates. also one-pot procedure decarboxylative cross-coupling merges catalytic LMCT borylation palladium-catalyzed Suzuki-Miyaura arylation, vinylation, or alkylation with organobromides access range value-added products. The utility these protocols is highlighted through development heteroselective double-decarboxylative C(sp2)-C(sp2) coupling sequence, pairing halogenation processes two distinct (including substrates) subsequent cross-coupling.

Язык: Английский

Процитировано

85

Exploiting the Marcus inverted region for first-row transition metal–based photoredox catalysis DOI
Amy Chan, Atanu Ghosh, Jonathan T. Yarranton

и другие.

Science, Год журнала: 2023, Номер 382(6667), С. 191 - 197

Опубликована: Окт. 12, 2023

Second- and third-row transition metal complexes are widely employed in photocatalysis, whereas earth-abundant first-row metals have found only limited use because of the prohibitively fast decay their excited states. We report an unforeseen reactivity mode for productive photocatalysis that uses cobalt polypyridyl as photocatalysts by exploiting Marcus inverted region behavior couples increases excited-state energies with increased lifetimes. These (III) can engage bimolecular virtue strong redox potentials sufficiently long lifetimes, catalyzing oxidative C(sp2)-N coupling aryl amides challenging sterically hindered boronic acids. More generally, results imply chromophores be designed to increase lifetimes while simultaneously increasing energies, providing a pathway relatively abundant photoredox catalysts.

Язык: Английский

Процитировано

80

Merging Halogen-Atom Transfer (XAT) and Copper Catalysis for the Modular Suzuki–Miyaura-Type Cross-Coupling of Alkyl Iodides and Organoborons DOI Creative Commons
Zhenhua Zhang, Bartosz Górski, Daniele Leonori

и другие.

Journal of the American Chemical Society, Год журнала: 2022, Номер 144(4), С. 1986 - 1992

Опубликована: Янв. 21, 2022

We report here a mechanistically distinct approach to achieve Suzuki-Miyaura-type cross-couplings between alkyl iodides and aryl organoborons. This process requires copper catalyst but, in contrast with previous approaches based on palladium nickel systems, does not utilizes the metal for activation of electrophile. Instead, this strategy exploits halogen-atom-transfer ability α-aminoalkyl radicals convert secondary into corresponding that then are coupled aryl, vinyl, alkynyl, benzyl, allyl boronate species. These novel coupling reactions feature simple setup conditions (1 h at room temperature) facilitate access privileged motifs targeted by pharmaceutical sector.

Язык: Английский

Процитировано

75