Catalytic Asymmetric Dearomative Arylation of 2‐Naphthols Enabled by o‐Quinone Diimides

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(20), P. 4238 - 4243

Published: March 16, 2024

Abstract The catalytic asymmetric dearomative arylation of 2‐naphthols enabled by the unconventional reactivity o ‐quinone diimides, i. e. 1,4‐conjugate addition on quinone sp 2 hybridized carbon, has been established. Under catalysis chiral phosphoric acid, various cyclohexaenones bearing an all‐carbon quaternary stereocenter have prepared with excellent yields and enantioselectivities.

Language: Английский

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Regioselective N-arylation of N-Acylsulfenamides Enabled by o-Quinone Diimides

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

Published: Feb. 27, 2025

The functionalization of N-acylsulfenamides is a research focus in organosulfur chemistry, as the N-S array has unique properties and versatile applications. Although great progress been made S-functionalization, N-functionalization, especially N-arylation N-acylsulfenamides, rarely explored because lower nucleophilicity N-site. Herein, we report Brønsted acid-catalyzed regioselective reaction with o-quinone diimides. Under mild metal-free conditions, wide range N-arylated have prepared good yields excellent regioselectivity. ease gram-scale synthesis transformations into useful sulfonamides demonstrates their synthetic practicality.

Language: Английский

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Recent Advances in the Domino Annulation Reaction of Quinone Imines

Molecules, Journal Year: 2024, Volume and Issue: 29(11), P. 2481 - 2481

Published: May 24, 2024

Quinone imines are important derivatives of quinones with a wide range applications in organic synthesis and the pharmaceutical industry. The attack nucleophilic reagents on quinone tends to lead aromatization skeleton, resulting both high reactivity unique imines. extreme value construction nitrogen- or oxygen-containing heterocycles has attracted widespread attention, remarkable advances have been reported recently. This review provides an overview application cyclic compounds via domino annulation reaction.

Language: Английский

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Organocatalytic Desymmetric Spirocyclization of Enone-Tethered 2,5-Cyclohexadienone with Isoxazolines to Access Enantioenriched Spiro-Fused Scaffolds

Organic Letters, Journal Year: 2024, Volume and Issue: 26(41), P. 8780 - 8785

Published: Oct. 7, 2024

Enantioselective desymmetric spirocyclization is a powerful tool for concisely generating intricate 3D molecular architectures from readily accessible substrates. Herein, we report an organocatalytic of enone-tethered 2,5-cyclohexadienone with 3-arylisoxazol-5(4

Language: Английский

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