Chinese Journal of Organic Chemistry, Год журнала: 2022, Номер 42(9), С. 2867 - 2867
Опубликована: Янв. 1, 2022
Язык: Английский
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(14), С. 10223 - 10233
Опубликована: Июнь 28, 2024
A photo-induced cascade sulfone alkylation/cyclization of 2-isocyanoaryl thioethers is explored. This visible-light-triggered reaction not only occurs under extremely mild conditions but also does require the presence a photosensitizer. The photocatalytic process triggered by photochemical activity in situ-generated electron donor–acceptor complexes, arising from association and α-iodosulfones. radical pathway was confirmed UV–vis spectroscopy, trapping, Job's plot, on/off irradiation experiments.
Язык: Английский
Процитировано
2
Beilstein Journal of Organic Chemistry, Год журнала: 2024, Номер 20, С. 2114 - 2128
Опубликована: Авг. 26, 2024
Isocyanide is a promising synthetic reagent not only as one-carbon homologation but also nitrogen source for nitrogen-containing molecules. Because of their isoelectronic structure with carbon monoxide, isocyanides react nucleophiles, electrophiles, radicals, and transition metal reagents, are widely used in organic synthesis. On the other hand, use reactions heteroatom radicals limited. However, reaction tool construction molecules modified variety heteroatoms. In this Perspective, we review addition cyclization discuss prospects radicals.
Язык: Английский
Процитировано
2
New Journal of Chemistry, Год журнала: 2022, Номер 46(9), С. 4470 - 4482
Опубликована: Янв. 1, 2022
A visible-light-catalyzed difluoroacetylated spirocyclization of N -arylpropiolamides with ethyl bromodifluoroacetate as a CF 2 CO Et radical precursor is described using fac -[Ir(ppy) 3 ] photocatalyst.
Язык: Английский
Процитировано
9
Chinese Journal of Organic Chemistry, Год журнала: 2022, Номер 42(12), С. 4220 - 4220
Опубликована: Янв. 1, 2022
Isocyanides are a class of valuable C1 building blocks, widely used in organic chemistry, combinatorial biomedicine and other fields, their derivatives effective blocks for the synthesis bioactive molecules complex natural products.Herein, recent advances photocatalytic reactions with isocyanides summarized according to types reaction mechanism.The photocatalyst, substrate range mechanism emphatically discussed.Finally, challenges future development trends this research field discussed prospected.Keywords isocyanide; visible
Язык: Английский
Процитировано
7
ChemistrySelect, Год журнала: 2021, Номер 6(45), С. 12921 - 12925
Опубликована: Дек. 2, 2021
Abstract In this work, an efficient synthesis of indole derivatives through palladium‐catalyzed double isocyanide insertion reactions has been developed. The reaction intermediates could be readily obtained by Ugi reactions. transformation features broad functional‐group compatibility, commercially available starting materials, and moderate to good yields. Furthermore, the bioactivities synthesized compounds were evaluated in mycelial growth tests against Penicilium digitatum Colletotrichun gloeosporioides, showed potential antifungal activities.
Язык: Английский
Процитировано
9
Chemical Science, Год журнала: 2024, Номер 15(18), С. 6867 - 6873
Опубликована: Янв. 1, 2024
Tryptamine-derived isocyanides form aggregates at higher concentration that can a charge transfer complex under visible light irradiation thus enabling crucial single electron step to generate carbon-based-radical intermediates.
Язык: Английский
Процитировано
1
ACS Omega, Год журнала: 2024, Номер unknown
Опубликована: Авг. 13, 2024
Dearomatization approaches are attractive for their abilities to transform simple, planar arenes into complex, three-dimensional architectures. In particular, visible-light driven dearomatization strategies significant because of mild, green, and sustainable nature, enabling the fabrication new chemical bonds via an electron transfer or energy process. Indole compounds, being potentially bioactive readily accessible, can be employed efficiently as building blocks constructing diverse annulated frameworks under photocatalysis. Highly stereoselective radical cascade reactions appropriate indole systems provide complex cyclic scaffolds bearing multiple stereocenters. fact, past few years have witnessed renaissance dearomative cycloadditions indoles visible-light-induced The present review highlights recent advances (2019–mid 2024) in visible-light-driven annulation leading formation polycyclic indolines, including angularly fused spiro indolines. Most described this providing quick access desired products. Additionally, characteristic reaction mechanisms offered understand how show distinctive reactivity photocatalytic conditions.
Язык: Английский
Процитировано
1
The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(21), С. 15979 - 15989
Опубликована: Окт. 22, 2024
A mild approach for synthesizing CF3-substituted β-aza-spiroindolines and β-carbolines from tryptamine-derived isocyanides via site-selective radical annulations has been reported. The crucial role of C2 substituents in the selective annulation process clarified. shows good generality practical applicability, highlighting its effectiveness versatility.
Язык: Английский
Процитировано
1
Organic Letters, Год журнала: 2024, Номер 26(51), С. 11184 - 11189
Опубликована: Дек. 12, 2024
A visible-light-induced radical cyclization of α-brominated amides has been developed to construct benzimidazole[2,1-
Язык: Английский
Процитировано
1
The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Дек. 19, 2024
While charge-transfer complexes involving halogen-bonding interactions have emerged as an alternative strategy for the photogeneration of carbon radicals, examples using (fluoro)alkyl bromides are limited. This report describes a dual catalytic approach radical generation from α-bromodifluoroesters and amides under visible-light irradiation. Mechanistic studies suggest that reaction proceeds through in situ bromide displacement iodide salt, generating C–I bond can be engaged by our photocatalysis platform.
Язык: Английский
Процитировано
1