The Progress of Reductive Coupling Reaction by Iron Catalysis

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 17, 2024

Abstract The transition metal catalyzed coupling reaction has revolutionized the strategies for forging carbon‐carbon bonds. In contrast to traditional cross‐coupling methods using pre‐prepared nucleophilic organometallic reagents, reductive reactions C−C bonds formation provide some advantages. Because both partners are reduced in final products a stoichiometric amount of reductant, this approach not only avoids need use sensitive species, but also provides an orthogonal and complementary access classical reaction. Notably, feature readily available fragments, promote good step economy, exhibit high functional group tolerance unique chemoselectivity, which have propelled their increasingly popular organic synthesis. recent years, due low price, minimal toxicity, environmentally benign character, iron‐catalyzed garnered significant attention from synthetic chemists pharmacologists, especially coupling. This review aims insightful overview advances reactions, illustrate possible mechanisms.

Language: Английский

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Facile Construction of Benzo[d][1,3]oxazocine: Reductive Radical Dearomatization of N-Alkyl Quinoline Quaternary Ammonium Salts

Organic Letters, Journal Year: 2024, Volume and Issue: 26(10), P. 1996 - 2001

Published: March 4, 2024

Reductive radical dearomatization N-alkyl quinoline quaternary ammonium salts to synthesize structurally complex and challenging polysubstituted benzo[d][1,3]oxazocines was first reported. The mechanism showed various allyl alcohols can be converted into alkyl radicals under reduction conditions of iron/silane. These then nucleophilically attack the C4 site salts, intramolecular cyclization resulting intermediate generates target product. This method not only produced a series novel but also prepared polycyclic benzo[d][1,3]oxazocines. Finally, this strategy made up for lack reductive reports on N-alkylquinolinium had advantages mild reaction conditions, wide substrate range, product structure.

Language: Английский

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Catalytic hydrofunctionalizations of alkenes via hydrogen atom transfer with 3d transition metal complexes (MHAT): A pragmatic approach to recent contributions

Applied Catalysis A General, Journal Year: 2025, Volume and Issue: unknown, P. 120379 - 120379

Published: May 1, 2025

Language: Английский

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Synthesis of polysubstituted oxazolidinones via regioselective addition of azonaphthalenes

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(16), P. 4086 - 4091

Published: Jan. 1, 2023

A series of novel and synthetically challenging oxazolidinone compounds were synthesized through a regioselective radical addition azonaphthalenes.

Language: Английский

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Nickel-Catalyzed Three-Component Alkylarylation of Alkenyl N-Heteroarenes

Organic Letters, Journal Year: 2023, Volume and Issue: 25(46), P. 8344 - 8349

Published: Nov. 14, 2023

A nickel-catalyzed three-component alkylarylation of alkenyl N-heteroarenes with α-bromocarboxylates and aryl boronic acids is reported. The protocol provides a new method to access variety N-heteroarene substituted diarylalkanes in moderate good yields. It features mild reaction conditions, cheap nickel catalyst, readily available substrates, broad substrate scope.

Language: Английский

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Ferrocene catalyzed carbohydroxylation of alkenes using H₂O and cycloketone oxime esters

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(42), P. 8482 - 8487

Published: Jan. 1, 2023

A cyanoalkyl-hydroxylation reaction of aryl alkenes has been successfully devised, employing ferrocene as a catalyst for the addition cycloketone oxime ester and H2O across double bond alkene. This environmentally friendly approach employs solvent mixture consisting water demonstrates redox neutrality, along with exceptional regio- chemoselectivity, leading to formation diverse distal hydroxy-nitrile compounds. Moreover, this research presents noteworthy contributions in terms late-stage functionalization complex molecules offers valuable insights into mechanistic aspects reaction.

Language: Английский

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Radical Alkylation and Protonation Induced anti-Markovnikov Hydroalkylation of Unactivated Olefins via Cobalt Catalysis

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(69), P. 9258 - 9261

Published: Jan. 1, 2024

A cobalt catalyzed reductive hydroalkylation of unactivated olefins with anti-Markovnikov selectivity was reported to access complex alkyl amides.

Language: Английский

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