Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(2), С. 500 - 507
Опубликована: Дек. 19, 2023
Novel radical-triggered 1,3-C → C migrations of N -allyl enamines under base-free conditions and the catalyst-dependent synthesis cyclic imines were achieved.
Язык: Английский
Organic Chemistry Frontiers, Год журнала: 2023, Номер 11(3), С. 895 - 915
Опубликована: Дек. 20, 2023
Photoinduced radical–polar crossover cyclization (RPCC) of bifunctional alkenes is high synthetic utility to produce cyclic products with precise alkene design. This review summarizes the recent representative advances in field RPC.
Язык: Английский
Процитировано
23
Chem Catalysis, Год журнала: 2024, Номер 4(5), С. 100945 - 100945
Опубликована: Март 5, 2024
Язык: Английский
Процитировано
13
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 10660 - 10677
Опубликована: Июль 18, 2024
Two general protocols for the regioselective electrochemically enabled sulfonylation cyclization of
Язык: Английский
Процитировано
8
Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(19), С. 2346 - 2350
Опубликована: Май 27, 2024
Comprehensive Summary Catalytic and green strategies for the synthesis of privileged scaffolds are synthetically appealing. We now report a radical‐polar crossover (RPC)‐enabled three‐component cyclization bromodifluoroalkyls with enaminones 6‐aminouraciles via visible‐light‐induced domino cyclization. The reaction exhibited broad substrate scope (> 40 examples) including complex molecules, which highlighted utility this strategy construction library bioactive analogs.
Язык: Английский
Процитировано
7
Chemical Science, Год журнала: 2023, Номер 14(35), С. 9452 - 9460
Опубликована: Янв. 1, 2023
We report an azido-alkynylation of alkenes allowing a straightforward access to homopropargylic azides by combining hypervalent iodine reagents and alkynyl-trifluoroborate salts. The design photocatalytic redox-neutral radical polar crossover process was key develop this transformation. A variety possessing electron-rich -poor aryls, heterocycles or ether substituents could be accessed in 34-84% yield. products are synthetically useful building blocks that easily transformed into pyrroles bioactive amines.
Язык: Английский
Процитировано
12
Angewandte Chemie International Edition, Год журнала: 2025, Номер unknown
Опубликована: Янв. 2, 2025
The azidofunctionalization of alkenes under mild conditions using commercially available starting materials and easily accessible reagents is reported based on a radical-polar crossover strategy. A broad range alkenes, including vinyl arenes, enamides, enol ethers, sulfides, dehydroamino esters, were regioselectively functionalized with an azide nucleophiles such as azoles, carboxylic acids, alcohols, phosphoric oximes, phenols. method led to more efficient synthesis 1,2-azidofunctionalized pharmaceutical intermediates when compared previous approaches, resulting in both reduction step count increase overall yield. scope limitations these transformations further investigated through standard unbiased selection 15 substrate combinations out 1,175,658 possible clustering technique.
Язык: Английский
Процитировано
0
Angewandte Chemie, Год журнала: 2025, Номер unknown
Опубликована: Янв. 2, 2025
Abstract The azidofunctionalization of alkenes under mild conditions using commercially available starting materials and easily accessible reagents is reported based on a radical‐polar crossover strategy. A broad range alkenes, including vinyl arenes, enamides, enol ethers, sulfides, dehydroamino esters, were regioselectively functionalized with an azide nucleophiles such as azoles, carboxylic acids, alcohols, phosphoric oximes, phenols. method led to more efficient synthesis 1,2‐azidofunctionalized pharmaceutical intermediates when compared previous approaches, resulting in both reduction step count increase overall yield. scope limitations these transformations further investigated through standard unbiased selection 15 substrate combinations out 1,175,658 possible clustering technique.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Янв. 13, 2025
We present a photocatalytic method for alkylamination of alkenes, enabling efficient C-C and C-N bond formation to construct aza-heterocycles valuable in drug discovery. Using radical-polar crossover pathway, electron-deficient alkenes are reduced electrophilic radicals, which react with electron-rich form nucleophilic radicals. Oxidation these intermediates yields carbocations, trapped by aza-heteroarenes afford alkylaminated products. This strategy enhances molecular complexity while suppressing side reactions.
Язык: Английский
Процитировано
0
Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(25), С. 5052 - 5086
Опубликована: Янв. 1, 2024
1,2/1,1-Difunctionalization of alkynes (cascade C–C and C–O bond formations) serves as one the reliable methods for synthesis numerous chemical architectures.
Язык: Английский
Процитировано
3
Chemical Science, Год журнала: 2024, Номер 15(28), С. 11092 - 11098
Опубликована: Янв. 1, 2024
A concise protocol for the synthesis of constrained bicycloalkanes has been developed, using easily obtainable α-silyl alcohols and alkenes through a bibase-promoted brook rearrangement/radical-polar crossover cyclization (RPCC) process.
Язык: Английский
Процитировано
3