Substrate-Controlled Pentafluorosulfanylation of Activated Alkenes Containing the Benzimidazole Moiety with SF₅Cl

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

Опубликована: Апрель 14, 2025

We report herein a method of substrate-controlled pentafluorosulfanylation activated alkenes containing the benzimidazole moiety with SF5Cl, which provides highly efficient way to access SF5-containing benzo[4,5]imidazole[2,1-a]isoquinolin-6(5H)-ones, as well N-benzoyl benzimidazoles. Besides pentafluorosulfanyl group (-SF5), current can be applied tetrafluorosulfanyl (-SF4-) incorporation. A radical mechanism involving single electron transfer (SET) or atom addition (ATRA) process is proposed.

Язык: Английский

Photoredox/HAT-Catalyzed Intramolecular Hydrocyclization of Alkenes toward 2,3-Fused Quinazolinones and Dihydroquinazolinones

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Окт. 2, 2024

New photochemical approaches to 2,3-fused quinazolinones and dihydroquinazolinones are disclosed. The intramolecular hydrocyclization proceeds in moderate excellent yields across diverse alkenes with high regioselectivity diastereocontrol. Mechanistic studies indicated that the radical cascade processes involve thiophenol acting as single-electron transfer hydrogen atom reagents. success of gram-scale synthesis proves strategy can be used for practical applications.

Язык: Английский