Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 3, 2025
An efficient electrochemical bromocyclization of allenols has been realized for the synthesis spirocyclic 2,5-dihydrofurans. The reaction used commercially available and nontoxic KBr as brominating source in a simple setup under open-air conditions. Notably, optically active products can be obtained from 2,3-allenols without any racemization, further enhancing synthetic utility.
Язык: Английский
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 12958 - 12970
Опубликована: Авг. 24, 2023
This work describes an effective C3–H halogenation of quinoline-4(1H)-ones under electrochemical conditions, in which potassium halides serve as both halogenating agents and electrolytes. The protocol provides expedient access to different halogenated with unique regioselectivity, broad substrate scope, gram-scale synthesis employing convenient, environmentally friendly electrolysis, undivided cell. Mechanism studies have shown that halogen radicals can promote the activation N–H bonds quinolones.
Язык: Английский
Процитировано
10
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 13977 - 13994
Опубликована: Сен. 11, 2023
The combination of the Ugi reaction and electro-organic synthesis can aid in creation novel heterocycles that have not been previously explored. In this study, a new strategy utilizing bis-amides from has developed, which produce C–S, C–Se, C–C═O functionalized five-membered spirolactams mediated by electricity under catalyst- metal-free conditions. Notably, approach be applied using microelectro-flow reactor (μ-EFR) for gram-scale synthesis. described synthesize complex azaspiro-fused tricyclic scaffolds with high diastereo- regioselectivity, highlighting its versatility potential.
Язык: Английский
Процитировано
10
ACS Omega, Год журнала: 2022, Номер 7(42), С. 38045 - 38052
Опубликована: Окт. 10, 2022
An efficient and straightforward synthesis of diversified seleno-azaspiro-2,5-cyclohexadienones from N-(4-methoxy aryl)propiolamides using elemental selenium boronic acids has been demonstrated. The reaction proceeds through silver-catalyzed oxidative dearomatization in the presence potassium persulfate (K2S2O8) as oxidant. Further, this approach was extended to aryl)propiolates biaryl ynones access corresponding selenylated oxospiro-2,5-cyclohexadienones spiro[5,5]trienones, respectively. present three-component method offers diverse substitutions on involving two C-Se one C-C bond formations.
Язык: Английский
Процитировано
16
Sustainable Chemistry, Год журнала: 2022, Номер 3(4), С. 430 - 454
Опубликована: Окт. 13, 2022
The electrochemical generation of highly reactive and hazardous bromine under controlled conditions as well the reduction surplus oxidizers reagent waste has placed synthesis in a highlighted position. In particular, dibromination bromofunctionalization alkenes alkynes have received significant attention, forming synthetically important derivatives can be generated from bench-stable safe bromide sources “green” conditions. Readily available non-corrosive salts been utilized with dual role both supporting electrolyte. However, this trend seems to change preparation organobromine species. review, was addressed terms their sustainability.
Язык: Английский
Процитировано
15
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 3, 2025
An efficient electrochemical bromocyclization of allenols has been realized for the synthesis spirocyclic 2,5-dihydrofurans. The reaction used commercially available and nontoxic KBr as brominating source in a simple setup under open-air conditions. Notably, optically active products can be obtained from 2,3-allenols without any racemization, further enhancing synthetic utility.
Язык: Английский
Процитировано
0