Iron-Catalyzed Dearomatizing Reductive Cyclization of Arenes

Organic Letters, Journal Year: 2025, Volume and Issue: 27(6), P. 1390 - 1395

Published: Jan. 31, 2025

An efficient iron-catalyzed intramolecular dearomatizing reductive cyclization of arenes has been developed. By employing FeBr2 as the catalyst, tripyridine ligand, and Mn powder reductant, a series spiro-cyclohexadienes dihydronaphthalenes were afforded in moderate to excellent yields with aryliodine-tethered benzyl tert-butyl carbonate or naphthalene derivatives substrates. In addition, several synthetic transformations conducted demonstrate utility reaction, control experiments carried out gain insight into mechanism.

Language: Английский

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C−P Bond Formation by Nickel or Cobalt Catalyzed Coupling Reactions

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: March 12, 2025

Abstract This review discloses nickel‐ and cobalt‐catalyzed coupling reactions that allow C−P bond formation. Activation of C−halide bonds to form phosphonium, pentavalent phosphorus, or trivalent phosphorous compounds has been reported with both metals. However, the conversion C−O ((activated) ethers, carbonates, acetates) into ones only described Ni. Similarly, there are more examples C−Y (Y=C, S, N, B) activations catalyzed by Ni than Co. Nevertheless, cross‐dehydrogenative reaction between a P−H reagent C−H often cobalt nickel. In addition, for metals, electrolytic photocatalytic processes have shown produce variety containing molecules. aims provide an overview potential metals formation highlight remaining challenges.

Language: Английский

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Iron-Catalyzed Reductive Ring-Rearrangement Reaction of Bridged Benzo[b]oxocin-4-ones with Grignard Reagents to Afford Bridged Benzo[b]oxocin-2-ols

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 11, 2025

An iron-catalyzed reductive ring-rearrangement reaction of bridged benzo[b]oxocin-4-ones with Grignard reagents to produce benzo[b]oxocin-2-ols is reported. Mechanistic studies indicate that an iron redox catalysis cycle involving oxidative addition the C–O bond by low-valence and β-methoxyl elimination as key steps operates in this reaction.

Language: Английский

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Fe/Mn-Synergistic Promoted C(sp³)–Bi Cross-Coupling of Alkyl Chlorides with Chlorobismuthanes to Access Air-Stable Alkylbismuthanes

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 28, 2025

Alkylating bismuthanes containing C(sp3)-Bi bonds were first disclosed as early 1850, but their development remains severely limited, especially the synthetic method. Herein, we developed Fe/Mn-synergistic promoted cross-coupling of alkyl halides with chlorobismuthanes, which can access alkylbismuthanes in satisfactory yields various functional group compatibility (cyano, ester, aldehyde, and amide). Inactivated chlorides/bromides, well cyclic acyclic electrophiles, smoothly yielded corresponding products. Gram-scale synthesis late-stage modification drug molecules also conducted. The synthesized could be alkylation reagents toward C(sp3)-C(sp2), C(sp3)-Se, C(sp3)-S, C(sp3)-N bonds.

Language: Английский

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Visible-Light Induced and Iron Peroxo-Promoted Radical Difunctionalization of Alkene for the Synthesis of β-Ketosulfone and α-Chloroketone

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 26, 2024

In this work, a switchable synthesis of β-ketosulfone and α-chloroketone through radical difunctionalization alkenes is reported. The transformation works well under iron peroxo species/photoredox dual catalysis an open-flask atmosphere, the reaction highlighted with good yields broad scope. Mechanism studies show that initiated by formal [4 + 2] cyclization sulfonyl in regioselective manner.

Language: Английский

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