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

---

Silver‐Catalyzed Tandem Cyclization for Syntheses of Azaoxa‐ and Diazaspirocycles**

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(9)

Published: Jan. 25, 2023

Abstract 1‐Azaspirocycles are important structures present in many drugs and natural products. This work describes the silver‐catalyzed tandem cyclization strategy, which provides atom‐economical access to various azaoxa‐ diazaspirocycles from alkynes containing two appended oxygen‐ nitrogen‐based nucleophiles. Intramolecular attack of pendant nucleophile on situ‐generated iminium intermediate is key success this transformation.

Language: Английский

---

Synthesis of Chiral Heterocycles from Asymmetric Cascade Palladium Catalysis

Current Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(2), P. 71 - 92

Published: Jan. 1, 2023

Abstract: This review updates the field of asymmetric cascade palladium catalysis applied to synthesis chiral heterocycles since 2019. It illustrates how much a diversity catalysts promote unprecedented domino reactions many types, allowing direct access wide variety complex and densely functionalized heterocyclic molecules.

Language: Английский

---

Domino‐Redox Reaction Induced by An Electrochemically Triggered Conformational Change

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 136(1)

Published: Nov. 16, 2023

Abstract The concept of a domino‐type reaction has been applied in wide range fields such as synthetic organic chemistry, material engineering, and life science. To extend the domino to redox we designed synthesized dimeric quinodimethane (QD) with nonplanar dithiin spacer. domino‐redox properties can be activated by raising temperature, based on thermally equilibrated twisted conformation QD, which higher HOMO level that is more readily oxidized. After one QD unit oxidized (trigger), steric repulsion electronic interaction between electrophores make neighboring adopt (domino process), facilitates following oxidation. Thus, was achieved for first time change due drastic molecular conformation.

Language: Английский

---

Catalytic Asymmetric Synthesis of Bicyclic Isothioureas from a Common Enolizable Template

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15607 - 15622

Published: Oct. 17, 2024

While bicyclic isothiourea (ITU) moieties are found in biologically active molecules and organocatalysts, a catalytic asymmetric synthesis of ITUs is pending. Here, we report the catalytic, enantioselective functionalization enolizable template

Language: Английский

---