Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110582 - 110582
Опубликована: Ноя. 1, 2024
Язык: Английский
Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110582 - 110582
Опубликована: Ноя. 1, 2024
Язык: Английский
Chemical Reviews, Год журнала: 2024, Номер 124(11), С. 7214 - 7261
Опубликована: Май 16, 2024
In recent years, visible light-induced reactions of diazo compounds have attracted increasing attention in organic synthesis, leading to improvement existing reactions, as well the discovery unprecedented transformations. Thus, photochemical or photocatalytic generation both carbenes and radicals provide milder tools toward these key intermediates for many valuable However, vast majority transformations represent new reactivity modes compounds, which are achieved by decomposition photoredox catalysis. particular, use a redox-active photocatalysts opens avenue plethora radical reactions. The application methods led inaccessible classical associated with metal carbenes. most cases, act sources but can also serve acceptors. Importantly, described processes operate under mild, practical conditions. This Review describes this subfield compound chemistry, particularly focusing on advancements.
Язык: Английский
Процитировано
66Organic Letters, Год журнала: 2024, Номер 26(7), С. 1393 - 1398
Опубликована: Фев. 12, 2024
We disclose herein a photocatalytic radical cascade cyclization of diazoalkanes for the divergent synthesis important carbocycles and heterocycles. Under optimal reaction conditions, various indanone, pyrone, pyridinone derivatives can be obtained in moderate to good yields. Mechanistic experiments support formation carbon-centered radicals from through proton-coupled electron transfer process. Scale-up using continuous flow technology useful downstream application formed heterocycles further render strategy attractive valuable.
Язык: Английский
Процитировано
10Green Chemistry, Год журнала: 2024, Номер 26(9), С. 5531 - 5537
Опубликована: Янв. 1, 2024
A mild one-step, light-promoted, three-component radical-coupling reaction of [1.1.1]propellane to afford difunctionalized benzylalcohol-, aldehyde-substituted BCPs in the absence metals, photocatalysts or external oxidants was reported.
Язык: Английский
Процитировано
10Organic Letters, Год журнала: 2024, Номер 26(32), С. 6889 - 6893
Опубликована: Авг. 6, 2024
Herein we unveil a visible-light-driven transition-metal-free 1,3-bromodifluoroallylation of [1.1.1]propellane. This reactivity is harnessed through organophotocatalysis, providing practical synthetic pathways to 1-brominated-3-
Язык: Английский
Процитировано
5Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(34), С. 7024 - 7034
Опубликована: Янв. 1, 2024
A visible light-induced difluoroalkylation/heteroarylation of [1.1.1]propellane with nitrogen containing heterocycles and difluoroiodane(III) reagents was achieved. Various heteroarenes exhibited good compatibility, yielding the desired products in moderate to yields. The accessibility mild reaction conditions establish this method as an alternative practical strategy for accessing diverse 1-difluoroalkyl-3-heteroaryl bicyclo[1.1.1]pentanes (BCPs).
Язык: Английский
Процитировано
5Organic Letters, Год журнала: 2024, Номер 26(33), С. 7026 - 7030
Опубликована: Авг. 14, 2024
(Hetero)arylated bicyclo[1.1.1]pentanes (BCPs) are important for the construction of complex druglike target molecules. Herein, we developed a method light-induced, Cs
Язык: Английский
Процитировано
5Organic Letters, Год журнала: 2024, Номер 26(36), С. 7769 - 7773
Опубликована: Сен. 4, 2024
We report herein a three-component radical arylalkylation of [1.1.1]propellane toward the synthesis aryl-substituted bicyclo[1.1.1]pentane derivatives. The use electron-deficient aryl cyanide as an group source not only reduces energy barrier arylation nucleophilic alkyl species, but also suppresses electrophilic Friedel-Crafts alkylation process, enabling present site-selective arylalkylation.
Язык: Английский
Процитировано
4European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(27)
Опубликована: Май 13, 2024
Abstract The construction of bicyclo[1.1.1.]pentanes (BCPs) typically require the cumbersome use labile [1.1.1.]propellane in solution and involve multicomponent radical reactions, which commonly produce undesired by‐products that hinder efficient BCPs. In this paper, we present a catalyst‐free strategy by constructing an electron donor‐acceptor (EDA) complex utilizing naturally electron‐deficient nature BCP thianthrenium salt, were irradiated with visible light to obtain trifluoromethyl‐BCP radicals through SET process, subsequently reacted various substituted quinoxalines. Moreover, successful structural modification drug molecule derivatives confirm utility scheme field discovery.
Язык: Английский
Процитировано
3Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Янв. 16, 2025
Comprehensive Summary Herein, we report a photo‐induced, metal‐/additive‐free protocol for the difluoromethylation of N ‐heteroaromatics with [bis(difluoroacetoxy)iodo]benzene as reagent. The affords difluoromethylated in moderate to good yield (up 91%). transformation is compatible wide range substrates and has tolerance towards various functional groups. Moreover, synthetic value this method further demonstrated by applications gram‐scale synthesis late‐stage functionalization biologically important molecules.
Язык: Английский
Процитировано
0Topics in Current Chemistry, Год журнала: 2025, Номер 383(1)
Опубликована: Янв. 18, 2025
Язык: Английский
Процитировано
0