Visible-Light-Induced Sulfonylation Cyclization to Generate Indole-Fused Medium-Sized N-Heterocycles in 2-Me-THF

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

Published: Feb. 27, 2025

A novel visible-light-induced sulfonylation cyclization to indole-fused medium-sized N-heterocycles was established under room temperature with biomass-derived 2-Me-THF as the solvent. This reaction proceeds in absence of external photocatalyst, additive, metal salts, and base. Broad substrate scope, good functional group compatibility, large-scale synthesis derivatization via iodination, nitration, chlorination, cyanation, selenylation demonstrate utility this protocol. radical route proposed based on inhibition experiments, visible-light irradiation on-off test, apparent quantum efficiency calculation, UV-vis absorption spectroscopic studies.

Language: Английский

Photochemical Alkylamination of Olefins through Reactivity-Based Sorting of Alkyl Radicals

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

Published: March 3, 2025

Alkyl radicals represent some of the most intriguing prospects in organic synthesis, showing diverse patterns reactivity for versatile transformations. In light this, methyl radical, addition to being a methylating agent, is also good proposition hydrogen atom transfer (HAT). Similarly, acetonitrile has dual facets its reactivity, acting as an amination reagent Ritter reaction while progenitor cyanomethyl through HAT. We hereby take advantage merging reactivities these radicals, allowing facile access amines various types from olefins when conjugated with photoredox amination.

Language: Английский

Radical-mediated sulfonylation relay of alkyl alkynes/alkenes and electron-deficient alkenes to access vinyl and alkyl sulfones

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A radical-mediated sulfonylation relay of alkyl alkynes/alkenes with electron-deficient alkenes using Na 2 S O 4 as a linker is developed to synthesize highly selective ( Z )-vinyl and sulfones under metal-free catalyzed system.

Language: Английский