Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(10), С. 3675 - 3675
Опубликована: Янв. 1, 2023
Язык: Английский
Green Chemistry, Год журнала: 2024, Номер 26(7), С. 4199 - 4208
Опубликована: Янв. 1, 2024
A new photoelectrocatalytic mode permits the synthesis of polycyclic pyrimidin-4-ones through dehydrogenative cyclization malonates with unactivated alkenes.
Язык: Английский
Процитировано
15
The Chemical Record, Год журнала: 2023, Номер 23(9)
Опубликована: Май 22, 2023
Abstract In the last few years, many reagents and protocols have been developed to allow for efficient fluorofunctionalization of a diverse set scaffolds ranging from alkanes, alkenes, alkynes, (hetero)arenes. The concomitant rise organofluorine chemistry visible light‐mediated synthesis synergistically expanded fields mutually benefitted developments in both fields. this context, light driven formations radicals containing fluorine major focus discovery new bioactive compounds. This review details recent advances progress made fluoroalkylation heteroatom centered radical generation.
Язык: Английский
Процитировано
17
Organic Letters, Год журнала: 2024, Номер 26(4), С. 906 - 911
Опубликована: Янв. 19, 2024
The trifluoromethylacyl group (-COCF
Язык: Английский
Процитировано
7
Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(38)
Опубликована: Авг. 3, 2023
Aliphatic trifluoromethyl ketones are a type of unique fluorine-containing subunit which play significant role in altering the physical and biological properties molecules. Catalytic methods to provide direct access aliphatic highly desirable yet remain underdeveloped, partially owing high reactivity instability trifluoroacetyl radical. Herein, we report photocatalytic synthesis from alkyl bromides with trifluoroacetic anhydride. The reaction features dual visible-light halogen-atom-transfer catalysis, followed by an enabling radical-radical cross-coupling radical stabilized provides straightforward readily available cost-effective halides anhydride (TFAA).
Язык: Английский
Процитировано
15
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 12935 - 12948
Опубликована: Сен. 6, 2023
An electrochemical or photoelectrochemical regioselective polyfluoroalkylation/cyclization cascade of 3-aza-1,5-dienes with sodium fluoroalkanesulfinates is presented. This protocol proceeds a broad substrate scope and good functional group tolerance under mild, oxidant-free, transition-metal-free, electrolyte-free conditions to provide 3-polyfluoroalkylated 4-pyrrolin-2-ones in one step from readily available N-vinylacrylamides, it scalable the Gram scale.
Язык: Английский
Процитировано
15
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
Процитировано
0
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 15, 2025
The integration of trifluoroacetyl (CF3CO) groups into organic skeletons is a key research topic in synthetic chemistry given their significant potential to boost biological activity. Despite recent developments strategies for incorporating moiety via radical intermediates, the practical utilization inexpensive and readily available trifluoroacetic acids as sources has not yet been developed. Herein, an electrochemical strategy employed achieve deoxygenative transformation directly with assistance PPh3. obtained radicals are then coupled sulfoximine species, thus enabling synthesis N-trifluoroacetylated sulfoximines. Additionally, other fluorinated alkyl carboxylic acids, including perfluoro-, difluoro-, trifluoromethylcarboxylic can also be efficiently utilized under these conditions, leading corresponding acylated Moreover, trifluoroacetylation drug-based molecules easy execution scale-up experiments highlight applicability this protocol.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2024, Номер 26(24), С. 5196 - 5201
Опубликована: Июнь 10, 2024
A novel strategy for incorporating a trifluoroacetyl functionality into range of structurally varied unsaturated bonds was developed by using PhI(OCOMe)2 as an oxidant with masked trifluoroacyl reagent radical precursor. The oxidative decarboxylation the precursor followed tandem process provides versatile access to 5-exo-trig cyclization N-arylacrylamides, direct C(sp2)–H trifluoroacetylation quinolines, isoquinoline, 2H-indazole, and quinoxalin-2(1H)-ones, C(sp)–H alkynes. This protocol is characterized mild reaction conditions, operational simplicity, broad functional group compatibility.
Язык: Английский
Процитировано
3
Chemical Communications, Год журнала: 2023, Номер 59(90), С. 13462 - 13465
Опубликована: Янв. 1, 2023
Herein, we introduce a photocatalyst- and additive-free method for the preparation of valuable 3,3-disubstituted oxindoles bearing trifluoromethyl alcohol moieties from readily available acrylamides cheap trifluoropyruvates. The excited trifluoropyruvates under ultraviolet-light irradiation react efficiently with delivering variety broad functional group tolerance moderate to good yields. This protocol features mild reaction conditions, simple operation ready scalability.
Язык: Английский
Процитировано
8
Molecular Systems Design & Engineering, Год журнала: 2024, Номер 9(4), С. 332 - 344
Опубликована: Янв. 1, 2024
The photochemical properties of a coumarin derivative with promising electron-withdrawing fluoroalkyl group at the 3-position in solution and crystal were investigated detail.
Язык: Английский
Процитировано
2