Photocatalytic Iminothiolation of Alkenes via Monothiocarbonate Oxime Esters

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 6731 - 6738

Published: April 10, 2025

Language: Английский

---

Photosensitized Imino-Sulfamoylation of Alkenes with Oxime Carbamates

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

Published: May 1, 2025

In this study, we have devised a strategy that employs oxime carbamate as bifunctional diamination reagent in combination with SO2 to realize imino-sulfamoylation of alkenes. This protocol is characterized by its mild conditions, operational simplicity, and metal-free nature, while demonstrating broad functional group tolerance for Furthermore, the application method provides an accessible route diverse range β-amino sulfonamide derivatives.

Language: Английский

---

Photocatalytic Ring-Closing Metathesis/Amination of 1,6-Enynes and 1,7-Enynes: Synthesis of α,β-Unsaturated γ-Lactams and Quinolin-2-ones

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

Published: May 20, 2025

A photocatalyzed ring-closing metathesis/amination of 1,6-enynes and 1,7-enynes using alkyl oxime esters as both an alkene deconstruction auxiliary amination source is present for the synthesis α,β-unsaturated γ-lactams quinolin-2-ones. Preliminary mechanistic studies suggest that intramolecular 1,5-hydrogen atom transfer key to generation unstabilized radicals, which subsequently promote homolytic Cα-Cβ cleavage under driving force formation more stable captodative radicals.

Language: Английский

---

Iron-Catalyzed [3 + 2] Annulation of O-Acyl Oximes with 2-Hydroxy-1-Naphthoates for the Synthesis of Benzo[g]indoles

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

Published: May 28, 2025

An iron-catalyzed [3 + 2] annulation of O-acyl oximes with 2-hydroxy-1-naphthoates has been developed. This strategy features the simultaneous activation both substrates to form two radical intermediates. Subsequent selective C-N coupling followed by sequential condensation and 1,3-ester migration affords 1H- or 3H-benzo[g]indoles. In terms derived from 4-oxocyclohexanone 4-azacyclohexanone, further ring-opening furnishes 2-(2-hydroxyethyl)- 2-(2-aminoethyl)-1H-benzo[g]indoles.

Language: Английский

---

Reactivity Tuning for Selective Aldimino-Sulfonylation of Styrenes by Photocatalytic Activation of Sulfonyl Aldimines

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 31, 2025

Imino-sulfonylation of styrene represents a powerful method for constructing highly functionalized molecules, while only diphenyl imines were able to be employed in previous reports. By modulating the electron property styrene, visible-light-mediated radical/radical cross-coupling aldiminyl radical and carbon-centered was achieved synthesize diverse aldimine-embedded sulfones by using sulfonyl aldimines α-trifluoromethylstyrenes. One-pot oxidation delivered Ritter-type amidation products without need excessive nitriles as solvent. Furthermore, this protocol took advantage simple reaction conditions, good substituent diversity, high atom economy broaden research radicals amination alkenes.

Language: Английский

---

Sequential C–H Aroylation and Formal [4 + 2] Cycloaddition of Naphthalenes with Aroylfluorides and Styrenes

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 10406 - 10415

Published: June 4, 2025

Language: Английский

---