General access to furan-substituted gem-difluoroalkenes enabled by PFTB-promoted cross-coupling of ene-yne-ketones and difluorocarbene DOI Creative Commons
Na Li, Cheng‐Hui Li,

Qianying Zhou

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 16(3), P. 1455 - 1464

Published: Dec. 23, 2024

An efficient method for the tandem cyclization cross-coupling of conjugated ene-yne-ketones with difluorocarbene via PFTB promotion is described, providing facile access to diverse furan-substituted difluoroalkenes potential antitumor potency.

Language: Английский

Simple Units Integration Brings New Reactivity: Neighboring Group Effect in the Synthesis of Polyfunctionalized 5‐Alkenyl‐3‐furanones from γ‐Hydroxyl Enal DOI
Jun Tan,

C. Xie,

Youai Qiu

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 16, 2025

Comprehensive Summary With the hypothesis of simple units integration to create new reactivities, a strategy for synthesis polyfunctionalized 5‐alkenyl‐3‐carbonylfurans from γ‐hydroxyl enal and 1,3‐dicarbonyl compounds is established, featuring readily available starting materials, high efficiency, good functional groups compatibility, green chemistry with atom economy only water release, etc ., provide series 5‐alkenyl‐3‐carbonylfurans, which could be applied late‐stage functionalization naturally occurring bioactive molecules, as well transformation pyrroles polycyclic aromatic hydrocarbon via electrocyclic reaction. The has played an important role in unexpected process ring opening isomerization 2 H ‐pyran furanones, confirmed by detailed mechanistic studies.

Language: Английский

Citations

0
Access to 2-Alkenyl-furans via a Cascade of Pd-Catalyzed Cyclization/Coupling Followed by Oxidative Aromatization with DDQ DOI Creative Commons
Bartosz Bisek, Wojciech Chaładaj

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(10), P. 7275 - 7279

Published: May 3, 2024

An unprecedented DDQ-mediated oxidative aromatization of 2-bezylidene-dihydrofurans yielding 2-alkenyl-furans is disclosed. Integration this transformation with a prior Pd-catalyzed reaction α-propargylic-β-ketoesters and (hetero)aryl halides into one-pot cascade process opens direct modular route to highly substituted 2-vinyl-furans. Experimental computational studies reveal that the crucial step oxidative-aromatization involves facile hydride transfer from dihydrofuran ring O-center DDQ.

Language: Английский

Citations

2
Five-membered ring systems: Furans and benzofurans DOI

Halina Kwiecień

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 175 - 209

Published: Jan. 1, 2024

Language: Английский

Citations

1
Manganese-Promoted Cyclization Reaction of Enynones with Tetrasulfides: Synthesis of Multisubstituted Furanmethyl Disulfides DOI
Bin Li,

Jinghan Peng,

Bo-Xi Liu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(18), P. 13386 - 13400

Published: Sept. 11, 2024

A tandem cyclization reaction of enynones with tetrasulfides has been developed under manganese-promoted conditions, leading to the high-yield formation various furanmethyl disulfides. This is characterized by readily available starting materials, mild and a broad substrate scope, making it attractive practical. It provides new strategy for synthesis disulfide-containing functionalized furans.

Language: Английский

Citations

0
General access to furan-substituted gem-difluoroalkenes enabled by PFTB-promoted cross-coupling of ene-yne-ketones and difluorocarbene DOI Creative Commons
Na Li, Cheng‐Hui Li,

Qianying Zhou

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 16(3), P. 1455 - 1464

Published: Dec. 23, 2024

An efficient method for the tandem cyclization cross-coupling of conjugated ene-yne-ketones with difluorocarbene via PFTB promotion is described, providing facile access to diverse furan-substituted difluoroalkenes potential antitumor potency.

Language: Английский

Citations

0