Iron-Photocatalyzed Decarboxylative Alkylation of Carboxylic Acids with Morita–Baylis–Hillman Acetates DOI
Yanli Yin, Fang Chen, Dong Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

We present an iron-photocatalyzed decarboxylative alkylation strategy involving carboxylic acids and Morita–Baylis–Hillman (MBH) acetates to synthesize E-type tri- tetrasubstituted alkenes with moderate excellent stereoselectivity (E/Z ratio up >19:1). This method is applicable a broad range of structurally diverse primary, secondary, tertiary alkyl acids, as well complex pharmaceutical natural achieving efficient various MBH under mild conditions (>60 examples, yields 96%). approach offers powerful for streamlined alkylation.

Language: Английский

Photoinduced decarboxylative radical cascade alkylation/cyclization of benzimidazole derivatives with aliphatic carboxylic acid via ligand-to-iron charge transfer DOI

Yan Xu,

C. Wang,

Chun Lv

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(33), P. 14684 - 14689

Published: Jan. 1, 2024

The photoinduced decarboxylative radical cascade alkylation/cyclization method with various benzimidazole moieties bearing unactivated alkenes efficiently synthesizes polycyclic benzimidazoles via LMCT processes.

Language: Английский

Citations

2
Iron-Catalyzed SO2-Retaining Smiles Rearrangement through Decarboxylation DOI
Liang Zhang, Yahao Huang, Peng Hu

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 6, 2024

Radical Smiles rearrangements have emerged as powerful methodologies for constructing carbon–carbon bonds through intramolecular radical addition and fragmentation under milder conditions, with SO2 released a byproduct. However, SO2-retaining rearrangements, which can yield valuable alkyl sulfone derivatives, been scarcely explored. In this study, we present an unprecedented iron-catalyzed rearrangement initiated by the decarboxylation of aliphatic carboxylic acids. This approach provides mild, cost-effective, versatile pathway to sulfone-containing compounds, demonstrating broad substrate scope functional group tolerance. It offers promising strategy synthesizing γ- δ-aryl substituted sulfones, are traditionally challenging produce.

Language: Английский

Citations

1
Iron-Photocatalyzed Decarboxylative Alkylation of Carboxylic Acids with Morita–Baylis–Hillman Acetates DOI
Yanli Yin, Fang Chen, Dong Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

We present an iron-photocatalyzed decarboxylative alkylation strategy involving carboxylic acids and Morita–Baylis–Hillman (MBH) acetates to synthesize E-type tri- tetrasubstituted alkenes with moderate excellent stereoselectivity (E/Z ratio up >19:1). This method is applicable a broad range of structurally diverse primary, secondary, tertiary alkyl acids, as well complex pharmaceutical natural achieving efficient various MBH under mild conditions (>60 examples, yields 96%). approach offers powerful for streamlined alkylation.

Language: Английский

Citations

1