Synthesis of 1,4‐Naphthoquinones via Palladium(II)‐Catalyzed Tertiary C−H Alkylation of Olefins Followed by C−C Bond Cleavage DOI
Xu Zhang,

Mengfan Chang,

Tongtong Ni

et al.

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

Published: Nov. 28, 2024

Abstract An efficient method has been developed for the preparation of 1,4‐naphthoquinones via a palladium‐catalyzed reaction 2‐aryl‐1,3‐indandiones with olefins. This involves tertiary C−H alkylation olefins to produce alcohol, followed by C−C bond cleavage.

Language: Английский

Phosphine-Catalyzed Cascade Cycloaddition of Vinyl Oxiranes with Sulfonium Compounds to Step-Economically Construct Spiro-2(3H)-furanone Scaffolds DOI
Thomas P. Yang, Wei Du,

Chia‐Yu Wu

et al.

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

Published: Jan. 9, 2025

In this work, we developed a phosphine-catalyzed cascade lactonization/[2 + 1] annulation reaction between vinyl oxiranes and sulfonium compounds for the highly diastereoselective construction of spiro-2(3H)-furanone skeletons. The cycloaddition proceeds via 2(5H)-furanone phosphonium intermediate, introducing an oxygen-containing active intermediate phosphine catalysis. These findings highlight significant potential harnessing as versatile synthons constructing spirocyclic through simultaneous multicyclic skeleton formation.

Language: Английский

Citations

0
Divergent Aromatization of α-Halobenzyl γ-Butenolides Initiated by Selective Enol Protonation to Benzo[c]fluorenones and Naphthalenes DOI

Siling Lei,

Shixuan Bu,

M. Yao

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 11067 - 11071

Published: July 23, 2024

An unprecedented divergent aromatization reaction of α-halobenzyl γ-butenolides has been described for the selective and concise synthesis highly substituted benzo higher π-extended fluorenones, 1,3-disubstituted naphthalenes depending on migration ability quaternary α-substituent. This switch from Ag

Language: Английский

Citations

3
Regioselective Decarboxylative Aromatization of Benzonorcaradienes to Substituted 1‐Acylmethyl‐4‐Arylnaphthalenes DOI Open Access

Xinchi Gong,

Shixuan Bu,

Siling Lei

et al.

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

Published: July 31, 2024

Abstract Tf 2 NH‐mediated decarboxylative dearomatization reaction of benzonorcaradiene γ‐ketoacids, in situ generated by intramolecular alkenylation alkynylcyclopropane γ‐ketoacids or their tert ‐butyl esters, has been described for regioselective synthesis polyfunctionalized 1‐acylmethyl‐4‐arylnaphthalenes.

Language: Английский

Citations

2
Synthesis of 1,4‐Naphthoquinones via Palladium(II)‐Catalyzed Tertiary C−H Alkylation of Olefins Followed by C−C Bond Cleavage DOI
Xu Zhang,

Mengfan Chang,

Tongtong Ni

et al.

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

Published: Nov. 28, 2024

Abstract An efficient method has been developed for the preparation of 1,4‐naphthoquinones via a palladium‐catalyzed reaction 2‐aryl‐1,3‐indandiones with olefins. This involves tertiary C−H alkylation olefins to produce alcohol, followed by C−C bond cleavage.

Language: Английский

Citations

0