Two photons are better than one: continuous flow synthesis of ꞵ-lactones through a doubly photochemically-activated Paternò-Büchi reaction DOI Creative Commons
Federica Minuto, Emanuele Farinini, Serena De Negri

и другие.

Journal of Flow Chemistry, Год журнала: 2023, Номер 14(1), С. 149 - 159

Опубликована: Дек. 15, 2023

Abstract In this paper we report a [2 + 2] cycloaddition reaction between ketenes and benzils, characterized by an unusual double photochemical activation triggered visible light. Employment of flow system optimization conditions through Design Experiments resulted in moderate to good yields the corresponding β-lactones. A thorough computational analysis allowed elucidate mechanism justify observed diastereoselectivity. The was also successfully tested with mixed showing complete regioselectivity. Graphical abstract

Язык: Английский

Visible photons as ideal reagents for the activation of coloured organic compounds DOI Creative Commons
Lorenzo Di Terlizzi, Luca Nicchio,

Stefano Protti

и другие.

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

10

Photoinduced arylative formal 4-endo-dig cyclization of propargyl alcohols/amines to access strained heterocycles DOI
Pammi Venka Reddy, Attunuri Nagireddy, Jagadeesh Babu Nanubolu

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(5), С. 2705 - 2711

Опубликована: Янв. 1, 2024

A novel synthetic strategy to access strained heterocycles is revealed through photocatalysed annulative formal 4- endo-dig cyclization of propargyl alcohols/amines with benzoquinones under catalyst/reagent-free conditions using non-hazardous solvent.

Язык: Английский

Процитировано

6

Photocatalyst‐ and Transition‐Metal‐Free Light‐Induced Formation of Carbon‐Chalcogen Bonds DOI
Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal

и другие.

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

Photocatalytic Annulation of Enaminones with Thioureas for the Synthesis of 2-Aminothiazoles via Tandem C–S and C–N Bond Formation DOI
Changfeng Wan, Jie‐Ping Wan,

Qihui Huang

и другие.

Synthesis, Год журнала: 2024, Номер 56(16), С. 2565 - 2571

Опубликована: Апрель 26, 2024

Abstract Visible-light photocatalytic reactions between enaminones and thioureas leading to thiazole products have been achieved. The annulation process consists of tandem C–S C–N bond formation by running under air atmosphere at ambient temperature. Broad substrate tolerance the sustainable protocol has verified practical synthesis divergent thiazoles with both monocyclic fused cyclic structures.

Язык: Английский

Процитировано

5

Selective Synthesis of Tetrahydro Oxepines by Cu‐Catalyzed Condensations of Diazomalonates and gem‐Dialkyl Vinyl Oxetanes DOI Creative Commons
Claire Montagnon, Romain Pertschi, Céline Besnard

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(5), С. 1070 - 1077

Опубликована: Янв. 15, 2024

Abstract Thanks to an unprecedented gem ‐dialkyl substituent effect, efficient synthesis of tetrahydro oxepine derivatives is achieved by ring expansion vinyl oxetanes using acceptor(−acceptor) diazo reagents under Cu(II)‐catalysis. A large scope 2‐vinyl and either mono or diester give access a series functionalized oxepines.

Язык: Английский

Процитировано

4

Sustainable Synthesis through Catalyst‐Free Photoinduced Cascaded Bond Formation DOI
Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal

и другие.

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(14)

Опубликована: Май 8, 2024

The beginning of photochemical reactions revolutionized synthetic chemistry through sustainable practices. This review explores cutting-edge developments in leveraging light-induced processes for generating cascaded C-C and C-hetero bonds without catalysts. Significantly, catalyst-free photoinduced methodologies have garnered considerable attention, especially the creation varied heterocyclic frameworks drug design synthesis natural products. article delves into underlying mechanisms, addresses limitations, evaluates various methodologies, emphasizing potential photocatalyst transition metal-free to enhance sustainability. Divided two sections, it covers recent strides C-heteroatom multiple bond formation reactions.

Язык: Английский

Процитировано

4

Visible Light-Mediated Aza-Norrish–Yang Type Cyclization DOI

Jun Yan,

Jiahao Shen, Jiaxin Liu

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 6473 - 6485

Опубликована: Апрель 6, 2025

Язык: Английский

Процитировано

0

Visible Light-Promoted Three-Component Reaction for the Synthesis of Pyrrolopyrazoles DOI

Han‐Peng Pan,

Shao‐Shuai Chen,

Han Yang

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 15, 2025

A visible light-enabled three-component cascade assembles pyrrolopyrazoles from arylalkynes, benzoquinones, and 5-aminopyrazole through a mechanistically validated carbonyl-alkyne metathesis/(3 + 2)-cycloaddition/1,2-aryl migration sequence. This protocol delivers pyrrolopyrazole heterocycles in up to 96% yield with excellent functional group tolerance. Preliminary biological screening identified promising antitumor activity selected products, highlighting the potential value of this method. The proposed reaction mechanism is supported by control experiments.

Язык: Английский

Процитировано

0

Radical‐Polar Crossover Bicyclization Enables a Modular Synthesis of Saturated Bicyclic Amines DOI Creative Commons

Feng Danqing,

Xiao Geng,

Lingling Zuo

и другие.

Advanced Science, Год журнала: 2025, Номер unknown

Опубликована: Апрель 25, 2025

Abstract The rapid assembly of diverse cyclic amines from simple precursors is now considered as an ideal platform with respect to efficiency and sustainability. To date, numerous synthetic methods have been successfully developed however, most them are limited a narrow subset amines, variations in ring size often requiring different substrates distinct strategies. Furthermore, the “escape‐from‐Flatland” concept has led chemists focus on synthesis C(sp 3 )‐rich small molecules for potential drug candidates. Herein, successful realization radical‐polar crossover bicyclization reaction reported easily available cyclopropylamines substituted alkenes through photoredox catalysis. This approach introduces innovative methodology de novo collection 4/5‐, 5/5‐, 6/5‐,7/5‐, 5/6‐fused saturated bicyclic systematic modular manner excellent diastereoselectivity. work highlights utility photoinduced radical–polar bicyclization, applicability which showcased by functional group tolerance, wide substrate scopes, derivatization reactions.

Язык: Английский

Процитировано

0

Visible‐Light‐Mediated [2+2] Photocycloadditions of Alkynes DOI
Qing‐Bao Zhang,

Feng Li,

Bin Pan

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(43)

Опубликована: Май 29, 2024

Visible-light-mediated [2+2] photocycloaddition reaction can be considered an ideal solution due to its green and sustainable properties, is one of the most efficient methods synthesize four-membered ring motifs. Although research on alkynes challenging because diminished reactivity alkynes, more significant strain products, remarkable achievements have been made in this field. In article, we highlight recent advances visible-light-mediated reactions with focus mechanism late-stage synthetic applications. Advances obtaining cyclobutenes, azetines, oxetene active intermediates continue breakthroughs fascinating field research.

Язык: Английский

Процитировано

3