Stereoselective Synthesis of acyclic (Z)-3-Haloallylamines via a Multicomponent Reaction of Propargylic Alcohols, TMSX and Sulfonamides DOI
Shuai He, Lijuan Wu, Yan Yin

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 163, P. 134146 - 134146

Published: July 15, 2024

Language: Английский

EXPLORING AZETIDINE CONTAINING HETEROCYCLES: FROM GREEN SYNTHESIS TO APPLICATIONS DOI
Shivangi Jaiswal,

Nikhilesh Arya,

Dharma Kishore

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134491 - 134491

Published: Jan. 1, 2025

Language: Английский

Citations

0
Visible Light-Promoted Three-Component Reaction for the Synthesis of Pyrrolopyrazoles DOI

Han‐Peng Pan,

Shao‐Shuai Chen,

Han Yang

et al.

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

Published: April 15, 2025

A visible light-enabled three-component cascade assembles pyrrolopyrazoles from arylalkynes, benzoquinones, and 5-aminopyrazole through a mechanistically validated carbonyl-alkyne metathesis/(3 + 2)-cycloaddition/1,2-aryl migration sequence. This protocol delivers pyrrolopyrazole heterocycles in up to 96% yield with excellent functional group tolerance. Preliminary biological screening identified promising antitumor activity selected products, highlighting the potential value of this method. The proposed reaction mechanism is supported by control experiments.

Language: Английский

Citations

0
Access to 4‐Membered Heterocycles via Visible‐Light Triggered Intramolecular Cyclization from Alkynes: Bypassing Unfavorable 4‐endo‐dig Cyclization DOI
Arun Sharma,

Ahhyeon Choi,

Daniel Yim

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(10), P. 2257 - 2263

Published: April 5, 2024

Abstract We describe a catalyst, oxidant, and coupling‐reagent free strategy to access 4‐membered heterocycles, representing unique example of visible‐light triggered intramolecular cyclization propargylic alcohols amines oxetanones azetidinones respectively. Despite the direct 4‐endo‐dig from these starting materials has proven be unfavorable, formation key p ‐quinone methide intermediacy allows an efficient bypass for regioselective 4‐exo‐trig cyclization, resulting in desired heterocycles. This mild operationally simple protocol facilitates synthesis products with distinct substitution patterns such as quaternary α‐carbons, enables late‐stage functionalization.

Language: Английский

Citations

1
Stereoselective Synthesis of Acyclic (Z)-3-Haloallylamines Via a Multicomponent Reaction of Propargylic Alcohols, Tmsx and Sulfonamides DOI
Shuai He, Lijuan Wu, Yan Yin

et al.

Published: Jan. 1, 2024

Language: Английский

Citations

0
A Computational mechanistic study on the Ni-Catalyzed Asymmetric Alkynyl Propyl Hydroxyaminations: Origin of Enantioselectivity and Further Rational Design DOI
Yuqing Huang,

Manman Zhu,

Shuqi Zhang

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(28), P. 12565 - 12574

Published: Jan. 1, 2024

DFT calculations were conduct to elucidate the catalytic mechanism of target asymmetric propargylic substitution (APS) reaction. Moreover, we rationally designed a more efficient axial chiral phosphine ligand for APS

Language: Английский

Citations

0
Stereoselective Synthesis of acyclic (Z)-3-Haloallylamines via a Multicomponent Reaction of Propargylic Alcohols, TMSX and Sulfonamides DOI
Shuai He, Lijuan Wu, Yan Yin

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 163, P. 134146 - 134146

Published: July 15, 2024

Language: Английский

Citations

0