Divergence in CH alkylation of indoles under Mn catalysis

Catalysis Science & Technology, Journal Year: 2023, Volume and Issue: 13(19), P. 5745 - 5756

Published: Jan. 1, 2023

We report manganese-catalyzed CH alkylation of indole/indolines with alcohols, where catalyst control provides product selectivity. synthesise several life science molecules (vibrindole A, turbomycin B alkaloid and antileukemic anticancer agents).

Language: Английский

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Recent Advances in the 3 d‐Transition‐Metal‐Catalyzed Synthesis of Isoquinolines and its Derivatives

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4458 - 4494

Published: Nov. 24, 2023

Abstract The preservation of scarce rare earth metals, such as palladium, rhodium, iridium, and others, poses a significant challenge for humanity due to their limited availability. These metals might be replaced by earth‐abundant 3d‐transition cobalt, manganese, iron, nickel, copper, etc . Isoquinolines have acquired an important position in synthetic organic chemistry well medicinal chemistry. They manifest diverse range natural molecules, serving pivotal synthons the synthesis numerous bioactive compounds with notable significance. Numerous reports on isoquinoline derivatives via transition metal catalysis been published worldwide. In this review, we summarize recent approaches synthesizing various using 3d‐transition‐metal catalysts since 2020. review has divided into different 3d‐transition‐metal‐based catalysis. We expect that will bring better overview present status progress made isoquinolines persuade more advancements research area near future.

Language: Английский

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Construction of C–X (X = N, O) bonds from benzyl alcohols via Cu-BTC-catalyzed oxidative coupling

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: 14(15), P. 4366 - 4375

Published: Jan. 1, 2024

Herein, an efficient and environmentally friendly Cu-BTC catalytic system is reported, which can be successfully applied to the oxidative coupling of benzyl alcohols for construction C–X (X = N, O) bonds.

Language: Английский

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Nickel–PNN catalysed sustainable synthesis of polysubstituted quinolines under microwave irradiation

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: 14(20), P. 5959 - 5969

Published: Jan. 1, 2024

This manuscript describes the synthesis of triazolyl-pyridine-based pincer cationic and neutral nickel complexes their application in microwave-assisted quinolines.

Language: Английский

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Ruthenium-catalyzed dehydrogenative cyclization to synthesize polysubstituted 4-quinolones under solvent-free conditions

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(60), P. 9267 - 9270

Published: Jan. 1, 2023

Herein, we describe acridine-based SNS-Ru pincer-catalysed unprecedented dehydrogenative annulation of alcohols with 2'-aminoacetophenone to synthesize 2,3-disubstituted-4-quinolones. The developed protocol was utilized a wide range various aminoacetophenones. To expand the synthetic utility, 4-quinolones antibiotic properties were synthesized and important post-synthetic modifications scaffolds performed. Various control experiments performed understand mechanism, which showed that C-alkylation has edge over N-alkylation referred possibility in situ alkenylation branched ketones.

Language: Английский

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Visible‐Light‐Initiated Dehydrogenative Cyclization of o‐Aminobenzamide and Alcohols for Coproduction of Quinazolinones and Hydrogen over PtS/ZnIn₂S₄

Solar RRL, Journal Year: 2023, Volume and Issue: 7(24)

Published: Oct. 9, 2023

PtS/ZnIn2S4 nanocomposites are obtained via a microwave-assisted synthesis followed by photoreduction. The resultant used as an effective multifunctional photocatalyst for the reaction between alcohols and o-aminobenzamide to coproduce quinazolinones hydrogen under visible light, cascade alcohols/aldehydes transformation, condensation aldehydes o-aminobenzamide, well dehydrogenation/cyclization produce quinazolinones. PtS acts efficient cocatalyst promote dehydrogenation of both intermediates production An almost complete conversion was achieved in 24 h, with yield 98.8% 2-phenyl-quinazline-4(3H)-one quantitative produced over after irradiated h. apparent quantum at 450 nm is determined 15.2%. superior activity observed nanocomposite compared that either NiS/ZnIn2S4 or MoS2/ZnIn2S4 can be ascribed moderate binding surface adsorbed H*. This study supplies effective, green, atom-economic strategy coproduction light. work also demonstrates high potential fabrication metal sulfide-based catalysts light-driven one-pot tandem/cascade reactions.

Language: Английский

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Catalytic utility of PNN-based Mn^I pincer complexes in the synthesis of quinolines and transfer hydrogenation of carbonyl derivatives

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(12), P. 5580 - 5591

Published: Jan. 1, 2024

This manuscript describes the synthesis and Mn I complexes of triazolyl-pyridine-based phosphine ligand their catalytic utility in quinoline derivatives transfer hydrogenation aldehydes ketones.

Language: Английский

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Double dehydrogenative coupling of amino alcohols with primary alcohols under Mn(I) catalysis

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Herein, we unveil a method for synthesizing substituted pyrrole and pyrazine compounds via double dehydrogenative coupling of amino alcohols with primary alcohols, facilitated by Mn( i )–PNP catalysis, which uniquely enables the simultaneous formation C–C C–N bonds.

Language: Английский

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Catalytic Amination of Alcohols Using Diazo Compounds under Manganese Catalysis Through Hydrogenative N‐Alkylation Reaction

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(61)

Published: July 24, 2023

Abstract Sustainable chemical production requires fundamentally new types of catalysts and catalytic technologies. The development coherent robust systems based on earth‐abundant transition metals is essential, but highly challenging. Herein, we systematically explored a general hydrogenative cleavage/N‐alkylation tandem cyclic acyclic diazo (N=N) compounds to value‐added amines under manganese catalysis. reaction catalyzed by single‐site molecular complex proceeds via dehydrogenation, transfer hydrogenation, borrowing hydrogenation strategies. Interestingly, the involves abundantly available renewable feedstocks, such as alcohols, that can act (transfer)hydrogenating alkylating agents. synthetic application our approach in large‐scale pharmaceutical synthesis easy access demanding N ‐CH 3 /CD derivatives are also demonstrated. Kinetic studies show rate depends concentration alcohol Mn‐catalyst follows fractional orders. Several selective bond activation/formation reactions occur sequentially amine–amide metal‐ligand cooperation.

Language: Английский

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Accessing 2‐Aryl Quinolines via Acceptorless Dehydrogenation and Transfer Hydrogenation Under Base and Solvent‐Free Reaction Conditions

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(45)

Published: Dec. 1, 2023

Abstract Catalytic hydrogenation/dehydrogenation reactions are one of the most active areas research for synthesis pharmaceuticals and fine chemicals. Despite several efficient homogeneous catalysts that have already been identified, highly heterogeneous remain elusive. Herein, we report an easy convenient wet impregnation method Pd‐nanoclusters supported on ZnO nanoparticles. The catalyst displays a multifunctional role in 2‐aryl quinolines using alcohol 2‐nitrobenzyl as reactants via dehydrogenation/hydrogenation pathway under neat base‐free reaction conditions. exhibits excellent selectivity can be recycled five times without appreciable loss its activity.

Language: Английский

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