Elsevier eBooks, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Язык: Английский
Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(13)
Опубликована: Янв. 3, 2023
Abstract Oxycarbenes have emerged as useful intermediates in synthetic chemistry. Compared to the widely studied oxycarbene metal complexes bearing Group 6 metals, and catalytic applications of oxycarbenes beyond Fischer carbene are less explored because difficulty controlling their reactivity need use a stoichiometric amount presynthesized complex starting material. This Minireview summarizes early late‐transition‐metal highlights recent advances free reactions transition‐metal‐catalyzed involving oxycarbenes. We hope this will inspire further developments emerging area.
Язык: Английский
Процитировано
44
Chemical Society Reviews, Год журнала: 2025, Номер unknown
Опубликована: Янв. 1, 2025
This review aims to provide an overview of radical Brook rearrangement, which is organized by grouping three type reactive species generated via the unique rearrangement process.
Язык: Английский
Процитировано
5
European Journal of Organic Chemistry, Год журнала: 2022, Номер 2022(44)
Опубликована: Окт. 21, 2022
Abstract Cyclopropanes are one of the most important strained rings existing in various pharmaceutical products and secondary metabolites. They also widely used total synthesis natural products, medicinal chemistry, materials science. In past years, photochemical cyclopropanation has been gradually developed as a robust attractive synthetic method to prepare diverse cyclopropane backbones. this review, we summarize recent advances visible light‐mediated synthesis, especially using carbene transfer strategy photocatalytic radical reactions.
Язык: Английский
Процитировано
40
Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(3), С. 819 - 836
Опубликована: Янв. 1, 2023
This review provides recent advances and insights into photoirradiation reactions of acylsilanes, notably via key nucleophilic siloxycarbene intermediates. Nucleophilic addition, insertion reaction, cyclization are discussed in terms reaction mechanism scope.
Язык: Английский
Процитировано
40
Chemical Society Reviews, Год журнала: 2024, Номер 53(10), С. 4926 - 4975
Опубликована: Янв. 1, 2024
In search for the perfect wave(length). This review is dedicated to recent efforts in development of visible light driven photochemical strategies occurring coloured organic compounds.
Язык: Английский
Процитировано
13
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Сен. 12, 2024
A novel synthesis of selenoesters and telluroesters based on the reactions nucleophilic siloxycarbenes, which were generated by visible-light-induced isomerization corresponding aroyl-, heteroaroyl-, or alkenoylsilanes, with electrophilic chalcogen reagents was developed. The use appropriate selenides ditellurides/Lewis acids enabled coupling at temperatures below ambient temperature a broad substrate scope high functional-group tolerance. To best our knowledge, this is first example synthetic method for involving combination an acylanion equivalent cationic synthons.
Язык: Английский
Процитировано
3
The Journal of Organic Chemistry, Год журнала: 2025, Номер 90(4), С. 1727 - 1732
Опубликована: Янв. 20, 2025
The insertion of carbene into secondary amide N-H bonds remains underexplored in organic synthesis. In this work, we discovered the visible-light-induced siloxycarbene bonds. This metal-free, facile reaction proceeds with atom economy under mild conditions a broad range amides, including benzanilide, acetanilide, oxindole, isatin, quinolinone, and maleimide, affording stable N- O-acetals excellent isolated yields. addition, chemoselective reveals robustness chemical transformation.
Язык: Английский
Процитировано
0
The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(19), С. 14205 - 14209
Опубликована: Сен. 22, 2023
Acylsilanes are able to react as nucleophilic carbene precursors, electrophiles, and directing groups in C–H functionalization. To date, some of the products reportedly formed during transition-metal-catalyzed photochemical reactions involving acylsilanes have been incorrectly assigned. provide clarity, we herein address these structural misassignments detail revised structures. New insights into reactivity were also afforded via discovery that light-induced siloxy carbenes participate intramolecular 1,2-carbonyl addition proximal esters.
Язык: Английский
Процитировано
7
Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(5)
Опубликована: Апрель 12, 2023
Abstract A visible‐light‐induced acyl radical conjugate addition to electron‐deficient alkenes with acylsilane was realized by merging photoredox and Lewis acid catalysis under mild reaction conditions. Various tri‐ tetra‐substituted furans were obtained good yield (up 97%) from α,β‐unsaturated ketones. Based on the experimental results spectral analysis, a possible catalytic cycle involving 1,4‐conjugate addition/ring‐closure/arylation sequence proposed. Beyond that, 1,6‐acyl para ‐quinone methides also accomplished deliver series of α‐aryl ketones using this synergistic protocol.
Язык: Английский
Процитировано
6
Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
The visible-light irradiation of acylsilane tethered vinyl ketones promotes an intramolecular Stetter-type reaction
Язык: Английский
Процитировано
2