Tetrahedron Letters, Год журнала: 2024, Номер 151, С. 155312 - 155312
Опубликована: Сен. 25, 2024
Язык: Английский
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2352 - 2362
Опубликована: Апрель 5, 2024
Abstract While the emergence of electrophotochemistry provides opportunities, such a chemistry at this stage suffers from limited reaction types and high photocatalyst loadings. A self‐catalyzed electrophotosynthesis as well one with low loading is presented. These external‐oxidant‐free cyclizations are enabling applicable to range activated alkenes, affording diverse array thiocyanato heterocycles including 4‐pyrrolin‐2‐ones, isoquinoline‐1,3‐diones, indolo[2,1‐ ]isoquinolin‐6(5 H )‐ones, benzoimidazo[2,1‐ )‐ones indolin‐2‐ones, protocols amenable late‐stage diversification complex molecular architectures gram‐scale syntheses. Sunlight could serve light source, be conducted in an all‐solar‐driven mode using commercially available photovoltaic panel produce electricity.
Язык: Английский
Процитировано
10
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(11), С. 7117 - 7127
Опубликована: Май 16, 2023
A variety of acrylamides holding an unactivated N-benzyl group underwent dearomative ipso-cyclization induced by sulfur-centered radicals (SCN/ SCF3/ SO2Ar) in the presence ceric ammonium nitrate (CAN) as oxidant to furnish azaspirocycles good yields. This is first report on ipso-dearomatization that proceeds without a substituent at para-position aromatic ring. The developed conditions are also found be suitable for substrates substituents such F, NO2, OMe, OH, and OAc para-position. reaction features water source oxygen, compatible with functional groups, short time.
Язык: Английский
Процитировано
17
Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(31), С. 6379 - 6388
Опубликована: Янв. 1, 2023
Dearomative ipso -annulation of unactivated biaryl ynones using AgSCN/AgSCF 3 as the radical source in presence CAN DMSO is disclosed.
Язык: Английский
Процитировано
17
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(7), С. 4854 - 4862
Опубликована: Март 22, 2023
A metal/peroxide-free involved simple cascade 6-exo-trig spirocyclization of tert-butyl nitrite with biaryl ynones has been finished, which resulted in various NO2-modified spiro[5,5]trienones good regioselectivity/yields. variety scaled-up experiments, reduction/epoxidation operations, and mechanistic studies were performed to verify the merits process this radical system. Finally, structure spirocycles was confirmed by single-crystal X-ray diffraction.
Язык: Английский
Процитировано
15
Organic Letters, Год журнала: 2024, Номер 26(15), С. 3069 - 3074
Опубликована: Апрель 1, 2024
Free radical three-component nitration/spirocyclization of unsaturated sulfonamides/amides with tert-butyl nitrite was developed for the construction diverse NO2-revised 4-azaspiro[4.5]decanes. This tandem system featured metal-free participation, simple operation, good selectivity/yields, and a green/low-cost O source. Meanwhile, one nitro-containing complex molecule scaled-up operation were performed well to test synthetic potential cascade reaction. Isotopic labeling, inhibition experiments, DFT analysis carried out gain insight into reaction process.
Язык: Английский
Процитировано
6
Chemical Communications, Год журнала: 2024, Номер 60(29), С. 3938 - 3941
Опубликована: Янв. 1, 2024
A metal-free radical bicyclization of chloralkanes and 1,6-enynes produces various polychlorinated/chlorinated polyheterocycles.
Язык: Английский
Процитировано
5
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(23), С. 16485 - 16496
Опубликована: Ноя. 9, 2023
Till date, the ipso-cyclization of propiolamides is limited to provide azaspiro[4,5]decatrienones. Herein, we present first example ipso-carbocyclization, leading azaspiro[5,5]-undecatrienones from N-propiolyl-2-arylbenzimidazoles, involving both radical-based and electrophilic reactions. This report establishes an access a wide range chalcogenated (SCN/SCF3/SePh) benzimidazo-fused azaspiro[5,5]undecatrienones in good yields.
Язык: Английский
Процитировано
11
Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(14), С. 1599 - 1605
Опубликована: Март 13, 2024
Comprehensive Summary Functionalized free radical addition/cyclization reactions represent an efficient way for introducing new functionality or coupling fragments to molecules. Ynones are good regional selectivity acceptors in organic synthesis, and many of bio‐relevant cyclic compounds could be easily obtained by direct cyclization reaction. Here, we report a photocatalytic cascade addition biaryl ynones, the divergent synthesis privileged carbon cycles. Additionally, further transformation multi‐functional group product into variety other derivatives demonstrates synthetic value this developed method.
Язык: Английский
Процитировано
3
Tetrahedron Letters, Год журнала: 2025, Номер unknown, С. 155469 - 155469
Опубликована: Янв. 1, 2025
Язык: Английский
Процитировано
0
ChemistrySelect, Год журнала: 2025, Номер 10(6)
Опубликована: Фев. 1, 2025
Abstract An efficient metal/peroxide‐free [5 + 1] cyclization of 2‐vinylanilines with TBN was realized to access various cinnolines high yields. In addition, benzo[ e ]pyrrolo[2,1‐c][1,2,4]triazines could also be obtained by using 2‐(1 H ‐pyrrol‐1‐yl)anilines as the raw materials. This cascade system selected common/low‐cost tert ‐butyl nitrite N1 source, which performed broad substrate scopes/simple operation/mild conditions/available scaled up 1 mmol.
Язык: Английский
Процитировано
0