Electroreduction strategy: a sustainable tool for the generation of aryl radicals

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(15), С. 4318 - 4342

Опубликована: Янв. 1, 2024

This review primarily focuses on the generation of aryl radicals via an electroreduction strategy, and systematically elaborates synthetic applications, scope, limitations substrates.

Язык: Английский

---

CO₂^•– Enabled Synthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 28, 2025

We report herein that photoinduced CO2•– enabled reductive intramolecular radical cyclization of a variety aryl iodide derivatives to the corresponding phenanthridinone, oxindole, isoindolinone, and spirolactam in good yields. Preliminary mechanistic studies suggested generation through homolysis cesium formate presence light, further involvement was directly proved by trapping with diphenyl styrene TEMPO.

Язык: Английский

---

Visible-Light-Mediated Radical α-C(sp³)─H gem-Difluoroallylation of Amides with Trifluoromethyl Alkenes via Halogen Atom Transfer and 1,5-Hydrogen Atom Transfer

Organic Letters, Год журнала: 2025, Номер 27(10), С. 2377 - 2382

Опубликована: Март 5, 2025

Direct gem-difluoroallylation at the α-carbonyl position is a challenging process by conventional methods. Herein we report photocatalytic radical α-C(sp3)─H of amides with trifluoromethyl alkenes to access target compounds good yields and functional group tolerance. The mild effective conditions allow gem-difluoroalkene motifs as carbonyl bioisosteres incorporated concisely some complex molecules, including gemfibrozil estrone derivatives, presenting great potential for late-stage functionalization drugs, natural products, bioactive intermediates. Mechanistic investigations suggest pathway combining XAT 1,5-HAT.

Язык: Английский

---

Visible-light-induced radical cascade cyclization of 2-isocyanobiaryls via 1,5-hydrogen atom transfer (1,5-HAT)

Organic Chemistry Frontiers, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

We reported the first example of visible-light-induced radical cascade cyclization 2-isocyanobiaryls via 1,5-HAT, which is characterized by broad substrate scope, excellent functional group compatibility and no requirement any metals base.

Язык: Английский

---

Photoredox-Catalyzed Carbamoyl Radical-Initiated Dearomative Spirocyclization To Access Spiro-Cyclohexadiene Oxindoles

Organic Letters, Год журнала: 2024, Номер 26(40), С. 8503 - 8508

Опубликована: Окт. 1, 2024

The sustainable construction of spirocyclic compounds is important to the scientific community and pharmaceutical industries. Herein, we demonstrate a carbamoyl radical-initiated intramolecular dearomative spirocyclization access spiro-cyclohexadiene oxindoles under visible light irradiation, which constitutes first example accessing I-substituted derivatives that facilitate diversified transformations. Additionally, scalability, late-stage modification drugs, significant antitumor activity products novel synthesis platform for expediting drug development.

Язык: Английский

---

BINOLates as potent reducing photocatalysts for inert bond activation and reduction of unsaturated systems

Chem, Год журнала: 2024, Номер unknown

Опубликована: Дек. 1, 2024

Язык: Английский

---