Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Дек. 30, 2024
The reaction mechanism of Ni(0)-catalyzed C–S cross-coupling between benzonitrile and propanethiol has been studied with DFT validated by microkinetic modeling. protocol is used to assess its potential usage for building C–Se C–Te bonds.
Язык: Английский
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
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(6), С. 1422 - 1429
Опубликована: Фев. 1, 2024
Abstract The photochemical catalyst‐free radical‐based synthesis of vinyl and 1,3‐dienyl sulfones is disclosed. Mechanistic investigations support that the transformations rely on a visible‐light‐promoted activation halogen‐bonding complex, which formed between an alkenyl (or 1,3‐dienyl) bromide sodium sulfinate salt. reactions exhibit wide functional group tolerance (compatible with heteroatoms, electron‐withdrawing electron‐donating groups), finding application in structural modification biologically relevant molecules. Eventually, continuous flow protocol was developed to upscale these transformations.
Язык: Английский
Процитировано
9
Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown
Опубликована: Март 7, 2025
Comprehensive Summary Cross‐coupling reactions between aryl halides and thiolates or selenolates typically require transition metals, photocatalysts, strong bases, or/and malodorous thiols/selenols, with various mechanisms proposed. This study aims to leverage a new application of neutral ChB address these challenges enable very simple photoinduced cross‐electrophile C—S/Se coupling using readily available chalcogen electrophiles. Mechanistic investigations have revealed the important role in facilitating single electron transfer processes, thereby enabling generation thiolates/selenolates from stable electrophiles α ‐aminoalkyl radicals, which possess capability abstract halogen atoms iodides. Moreover, provided support for radical nucleophilic substitution mechanism.
Язык: Английский
Процитировано
1
Chemical Science, Год журнала: 2023, Номер 14(44), С. 12767 - 12773
Опубликована: Янв. 1, 2023
Herein, we present a synthetic procedure for the facile and general preparation of novel S-alkenyl dienyl phosphoro(di)thioates first time. Extensive mechanistic investigations support that reactions rely on photochemical excitation halogen-bonding complex, formed with phosphorothioate salt an alkenyl or bromide, which light-induced fragmentation leads to formation desired products through radical-based pathway. The substrate scope is broad exhibits wide functional group tolerance in final compounds, including molecules derived from natural products, all unknown potentially interesting biological properties. Eventually, very efficient continuous flow protocol was developed upscale these reactions.
Язык: Английский
Процитировано
17
Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 366(2), С. 168 - 182
Опубликована: Дек. 16, 2023
Abstract Photoinduced chemical transformations have become a promising aspect of organic synthesis. This review focuses on the recent advancements in harnessing photoinduced processes for formation carbon‐chalcogen (C−O, C−S, C−Se, and C−Te) bonds under catalyst‐free conditions. These pathways typically involve either radical mechanism or creation electron‐donor‐acceptor (EDA) complexes. The explores intricacies underlying mechanisms, discusses limitations, evaluates applicability various methodologies this field. Notably, photocatalyst transition metal‐free photochemical reactions offer effective alternatives to enhance sustainability research area.
Язык: Английский
Процитировано
16
Bulletin of the Korean Chemical Society, Год журнала: 2024, Номер 45(9), С. 738 - 758
Опубликована: Сен. 1, 2024
Abstract Halogenation is one of the most important transformations in organic synthesis. Halogenated compounds are employed many reactions to prepare useful molecules. Many methods have been developed introduce halogens into different compounds. Visible light‐mediated efficient, low‐toxic, and mild‐condition applied for various chemistry transformations. Remarkably, there has an increasing development application visible light‐induced halogenation recent years. Herein, we present a comprehensive summary including chlorination, bromination, iodination under light irradiation since 2020.
Язык: Английский
Процитировано
5
Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 22(4), С. 645 - 681
Опубликована: Дек. 23, 2023
Organochalcogen compounds are prevalent in numerous natural products, pharmaceuticals, agrochemicals, polymers, biological molecules and synthetic intermediates. Direct chalcogenation of C-H bonds has evolved as a step- atom-economical method for the synthesis chalcogen-bearing compounds. Nevertheless, direct severely lags behind C-C, C-N C-O bond formations. Moreover, compared with monochalcogenation, reports selective mono-/dichalcogenation exclusive dichalcogenation relatively scarce. The past decade witnessed significant advancements various C(sp
Язык: Английский
Процитировано
10
Photochemical & Photobiological Sciences, Год журнала: 2024, Номер 23(6), С. 1217 - 1228
Опубликована: Май 3, 2024
Язык: Английский
Процитировано
4
ChemistrySelect, Год журнала: 2024, Номер 9(30)
Опубликована: Авг. 6, 2024
Abstract tert‐ Butyl hydroperoxide (tBuOOH, TBHP) is a commonly used in many oxidation processes. The primary factors contributing to the increasing usefulness of TBHP include its affordability, eco‐friendliness, exceptional efficacy, and capacity substitute harmful or rare heavy metal oxidants. In this sexennial update, we thoroughly critically examined most noteworthy applications C−H functionalization heteroatom‐heteroatom bond formation reactions from 2018 till present. review has been subdivided based on nature bonds being formed. focuses advantages disadvantages using synthetic organic transformations, as well breadth their use underlying mechanisms involved.
Язык: Английский
Процитировано
4
Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(15), С. 3310 - 3315
Опубликована: Июнь 13, 2024
Abstract Sulfonyl chlorides are a synthetically attractive source of sulfonyl radicals in photoredox catalysis and useful precursors the synthesis sulfones. Sulfamoyl chlorides, on other hand, remain poorly represented despite their similar potential. In this study, N ‐chlorosulfonylated β‐lactams were prepared from readily available utilized an atom transfer radical addition (ATRA) reaction with variety olefins, producing β‐lactam sulfonamides 49–95% yields. β‐Lactams fused to dihydro‐1,2‐thiazine ring which closely resemble carbacephems, widely used class antibiotics, also synthesized by intra‐molecular ATRA reaction. This methodology enables preparation sulfonamides, compounds that great interest pharmacology.
Язык: Английский
Процитировано
3