Photoinduced radical cyclization reaction of isocyanides with α-carbonyl bromides to access 11-alkyl-substituted 1,4-dibenzodiazepines

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A photochemical radical cascade cyclization reaction of isocyanides with α-carbonyl bromides under mild conditions is disclosed for accessing 1,4-dibenzodiazepines, demonstrating good tolerance towards various functional groups.

Language: Английский

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Mn(III) Catalyzed Cascade Cross-coupling / Annulation / C(O)-C Bond Insertion / Rearrangement: Access to Multi-substituted Indolenines in Water

Green Synthesis and Catalysis, Journal Year: 2025, Volume and Issue: unknown

Published: April 1, 2025

Language: Английский

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Mechanism of C H alkylation of cyclic sulfonamides and Cyclohexylboronic acid: A DFT investigation

Computational and Theoretical Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 115220 - 115220

Published: April 1, 2025

Language: Английский

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Mn(OAc)₃-Promoted Sulfonation–ipso-Cyclization Cascade via the SO₃^– Radical: The Synthesis of Spirocyclic Sulfonates

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(19), P. 14140 - 14155

Published: Sept. 18, 2023

A radical sulfonation–ipso-cyclization cascade promoted by Mn(OAc)3·2H2O using functionalized alkynes or alkenes and potassium metabisulfite (K2S2O5) is reported. total of 30 spirocyclic sulfonates were synthesized under mild conditions. We also demonstrate a modular synthesis approach in multiple steps for the preparation various azaspiro[4,5]-trienone-based sulfonamides sulfonate esters.

Language: Английский

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Metal-free visible light-induced cross-dehydrogenative coupling of benzocyclic imines with water/P(O)H compounds: efficient access to functionalized benzazepines/ones

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 11(2), P. 270 - 276

Published: Oct. 18, 2023

A metal-free visible light-induced cross-dehydrogenative coupling of aldimines with nucleophiles in a one-pot fashion is first reported, which features high efficiency,the absence external oxidants, and mild redox-neutral reaction conditions.

Language: Английский

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One-pot synthesis of 11-sulfenyl dibenzodiazepinesviatandem sulfenylation/cyclization ofo-isocyanodiaryl amines and diaryl disulfides

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(20), P. 4257 - 4263

Published: Jan. 1, 2023

A one-pot sulfenylation/cyclization of o-isocyanodiaryl amines has been described for the preparation 11-sulfenyl dibenzodiazepines. This AgI-catalyzed reaction covers an unexplored tandem process to give seven-membered N-heterocycles. transformation shows a broad range substrate scope, simple operation, and moderate good yields under aerobic conditions. Diphenyl diselenide can also be produced in acceptable yield.

Language: Английский

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Visible Light‐Induced Radical Tandem Cyclization of o‐Isocyanodiaryl Amines with Arylthiodifluoroalkyl 2‐Pyridyl Sulfones or Difluormethyl‐ Bromides

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(41)

Published: Aug. 6, 2024

Abstract A visible‐light‐induced photoredox‐catalyzed radical tandem cyclization of o ‐isocyanodiaryl amines with arylthiodifluoroalkyl 2‐pyridyl sulfones or difluormethyl bromides has been realized for the first time. The reaction works a broad range substrates and provides simple efficient method synthesis 11‐difluoromethyl‐substituted dibenzodiazepines from easily available starting materials in very mild conditions.

Language: Английский

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Synthesis of 2,4-Dicyanoalkylated Benzoxazines through the Radical-Mediated Cascade Cyclization of Isocyanides with AIBN under Metal- and Additive-Free Conditions

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 3970 - 3976

Published: Feb. 29, 2024

A general and novel method for the radical cascade cyclization of aryl isocyanides with AIBN has been described. This strategy provides straightforward access to various 2,4-dicyanoalkylated benzoxazines in moderate good yields under metal- additive-free conditions. The reaction can apply a gram scale tolerate diverse functional groups. 2,4-Dicyanoalkylated benzoxazine derivatives feature large Stokes shift intramolecular charge transfer properties.

Language: Английский

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Visible-Light-Induced Difluoroalkylated Cyclization of Novel Functionalized Aromatic Isocyanides

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(8), P. 2913 - 2913

Published: Jan. 1, 2023

In this study, a visible-light photoredox-catalyzed difluoroalkylation of newly designed functionalized aromatic isocyanides with commercially available CF2 precursors was reported.A series CF2-containing indole-1,2-fused diazepanones were constructed in cascade reaction through sequence radical addition/cyclization processes under mild conditions.This not only generated class polycyclic indole fused seven-membered nitrogen heterocycles but also expanded the reactions isocyanides.

Language: Английский

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Transition‐Metal‐Free C−H Alkylation of Cyclic Aldimines with Alkylboronic Acid

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(6)

Published: Dec. 20, 2023

Abstract Molecular oxygen‐mediated C−H bond alkylation of cyclic aldimines has been reported, which avoids the use transition metals and additional oxidants. This method allows straightforward access to a series aldimine derivatives through free radical course. Furthermore, this transformation features mild conditions, excellent yields good functional group tolerance.

Language: Английский

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