Copper-Catalyzed [2,3]-Sigmatropic Rearrangement of Azide–Ynamides via Selenium Ylides DOI

Chong‐Yang Shi,

Xuan Wang, Xin Liu

et al.

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

Published: Dec. 23, 2024

A copper-catalyzed [2,3]-sigmatropic rearrangement of azide-ynamides via selenium ylides is disclosed, which leads to the practical and divergent synthesis a variety tricyclic heterocycles bearing quaternary carbon stereocenter in generally moderate excellent yields. Significantly, this method represents first ylide based on alkynes an unprecedented α-imino copper carbenes.

Language: Английский

Copper-Catalyzed Intermolecular [2 + 2 + 2] Annulation of Diynes with Alkynes: Construction of Carbazoles DOI
Zhentao Zhang,

Chen Luo,

Zhiyong Yu

et al.

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

Published: Jan. 9, 2025

Transition-metal-catalyzed [2 + 2 2] annulation of alkynes is an efficient pathway for the synthesis aromatic compounds. However, most established methods require noble metal catalysts. Herein, we report a copper-catalyzed intermolecular diynes with through vinyl cation intermediates, enabling atom-economical preparation biologically important carbazole skeletons. The reaction shows good regioselectivity in aryl(alkyl)alkynes. Moreover, preliminary results have also been obtained related catalytic atroposelective transformation. This represents rare example non-noble-metal-catalyzed ynamides pathway.

Language: Английский

Citations

1
Copper-catalyzed asymmetric cascade diyne cyclization/Meinwald rearrangement DOI

Ji‐Jia Zhou,

Li‐Gao Liu, Zhentao Zhang

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 110870 - 110870

Published: Jan. 1, 2025

Language: Английский

Citations

0
Copper-Catalyzed Triyne Cyclization via Vinyl Cations DOI
Chen Luo,

Yan-Xin Zheng,

Sheng-Biao Ji

et al.

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

Published: March 27, 2025

Herein, we describe an efficient copper-catalyzed cyclization of triynes via vinyl cation intermediates. The reaction leads to the practical and atom-economical synthesis valuable polycyclic pyrroles by constructing three new rings in one step under mild conditions. proposed mechanism shows ordered regioselective alkynes. Moreover, possibility such asymmetric triyne also emerges.

Language: Английский

Citations

0
Copper-Catalyzed [2,3]-Sigmatropic Rearrangement of Azide–Ynamides via Selenium Ylides DOI

Chong‐Yang Shi,

Xuan Wang, Xin Liu

et al.

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

Published: Dec. 23, 2024

A copper-catalyzed [2,3]-sigmatropic rearrangement of azide-ynamides via selenium ylides is disclosed, which leads to the practical and divergent synthesis a variety tricyclic heterocycles bearing quaternary carbon stereocenter in generally moderate excellent yields. Significantly, this method represents first ylide based on alkynes an unprecedented α-imino copper carbenes.

Language: Английский

Citations

0