Rhodium(I)-Catalyzed Cascade Annulation of 1,n-Diynyl Nitrones to 3,4-Fused Fully Substituted Furans DOI

Xiangdong Yu,

Xiaowen Ji,

Dandan Shang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6631 - 6636

Published: Aug. 1, 2024

A method for the assembly of fully substituted furans containing a 3,4-fused 5–8-membered carbocycle, heterocycle, or spirocycle from rhodium(I)-catalyzed and 1,1,1,3,3,3-hexafluoroisopropanol (HFIP)-assisted cascade annulation 1,n-diynyl nitrones has been developed.

Language: Английский

Light-promoted photocatalyst-free and redox-neutral hydrosulfonylation of unactivated alkenes using sulfinic acid DOI

Yibo Song,

Cheng Li, Xueyuan Hu

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(11), P. 6578 - 6583

Published: Jan. 1, 2024

Using sulfinic acid as a sulfonyl source, we have developed light-promoted photocatalyst-free alkene hydrosulfonylation reaction without any additives.

Language: Английский

Citations

9
Gold-Catalyzed Double Spirocyclization of 3-Ene-1,7-diyne Esters to Dispiroheterocycles DOI
Jichao Chen, Zhen Liu, Andrés Felipe León Rojas

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(15), P. 3252 - 3257

Published: April 8, 2024

A synthetic method to prepare dispiroheterocycles containing two all-carbon quaternary centers efficiently that relies on the gold(I)-catalyzed double spirocyclization of 3-ene-1,7-diyne esters is described. The suggested mechanism delineates a rare example dispirocyclization featuring 1,n-acyloxy shifts comprising 1,3-acyloxy migration and an interrupted 1,5-acyl was achieved with assistance residual water in reaction media.

Language: Английский

Citations

6
Synthesis of Masked 2-Pyridones from 1,3-Enynyl Esters via Tandem Gold-Catalyzed Cycloisomerization and Oxidative Nitrogen Insertion DOI
Tianyu Lin,

Dandan Shang,

Rui Hu

et al.

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

Published: March 18, 2025

An efficient synthetic method to regioselectively assemble masked 2-pyridones that relies on sequential gold-catalyzed cycloisomerization and phenyliodonium diacetate (PIDA)-mediated oxidative nitrogen insertion from 1,3-enynyl esters in a one-pot, two-step manner is described. The utility of the cascade protocol was further demonstrated by 2 mmol scale synthesis one example its elaboration other potentially useful building blocks as well late-stage modification diverse array structurally complex bioactive molecules.

Language: Английский

Citations

0
KOH-Mediated Synthesis of Amides from Azides and 1,3-Dicarbonyl Compounds DOI
Zhuoran Yang,

Yao Xu,

Xiaoming Liao

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(19), P. 8679 - 8682

Published: Jan. 1, 2024

Aryl amides were prepared through KOH-mediated [3+2] cycloaddition/Wolff rearrangement from organic azides and 1,3-dicarbonyl compounds.

Language: Английский

Citations

1
Stereoselective Double Spirocyclization of 2-Benzyl-3-alkynyl Chromone with Nitrone via Gold-Catalyzed Cascade Reactions DOI

Amit Vijay Sasane,

Chun‐Tang Chiou,

Ming-Yiang Chang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6675 - 6680

Published: July 25, 2024

A novel, highly stereoselective gold-catalyzed spirocyclization of 2-benzyl-3-alkynyl chromone with nitrone is described. This cascade reaction involves cycloisomerization, nitrone-olefin [3 + 2]-annulation, alkene oxidation, and rearrangement for the formation spirocyclic products. Interestingly, isoxazolidine ring generated from 2]-annulation donates oxygen to generate a new pyran-3(4

Language: Английский

Citations

1
Rhodium(I)-Catalyzed Cascade Annulation of 1,n-Diynyl Nitrones to 3,4-Fused Fully Substituted Furans DOI

Xiangdong Yu,

Xiaowen Ji,

Dandan Shang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(31), P. 6631 - 6636

Published: Aug. 1, 2024

A method for the assembly of fully substituted furans containing a 3,4-fused 5–8-membered carbocycle, heterocycle, or spirocycle from rhodium(I)-catalyzed and 1,1,1,3,3,3-hexafluoroisopropanol (HFIP)-assisted cascade annulation 1,n-diynyl nitrones has been developed.

Language: Английский

Citations

0