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

Sc-Catalyzed Asymmetric [2 + 2] Annulation of 2-Alkynylnaphthols with Dienes to Access Cyclobutene Frameworks DOI
Ke Xu, Heping Li,

Yan‐Ling Ji

и другие.

Organic Letters, Год журнала: 2025, Номер 27(4), С. 1006 - 1011

Опубликована: Янв. 16, 2025

Herein, we introduce a scandium-catalyzed synthetic strategy that provides access to diverse and functionalized array of cyclobutene frameworks adorned with quaternary carbon center. This approach broadens the repertoire 2-alkynylnaphthols alkenes, offering versatile platform for construction complex molecular architectures. The asymmetric catalytic [2 + 2] cycloaddition reaction demonstrates wide substrate scope an impressive functional group tolerance, yielding products high efficiency, up 97% yield, excellent enantiomeric excess 97%. simplicity scaling this process, coupled ease converting these into variety substituted products, significantly enhances utility method.

Язык: Английский

Процитировано

0

Metal-free assembly of diverse polysubstituted pyridines via an efficient cascade approach using tertiary enaminones and α,β-unsaturated sulfonylketimines DOI

Xiang Li,

Qiwen Pang, Yang Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2607 - 2612

Опубликована: Янв. 1, 2024

A metal-free, scalable, and cascade protocol for assembling diverse polysubstituted pyridines from tertiary enaminones α,β-unsaturated sulfonylketimines by cleaving C–N/N–S bonds is reported.

Язык: Английский

Процитировано

4

Visible-light-mediated substituent-controlled regiodivergent (2 + 2)/(3 + 2) cycloadditions for the synthesis of aza-analogs of β-lactam and γ-fused lactam derivatives DOI

Wei‐Fang Zuo,

Yang Zhang,

Yulin Luo

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(13), С. 3576 - 3582

Опубликована: Янв. 1, 2024

Substituent-controlled regiodivergent synthesis of aza-analogs β-lactam and γ-fused lactam derivatives via the visible-light-induced Wolff rearrangement α-diazoketones azo esters.

Язык: Английский

Процитировано

4

The Wolff Rearrangement DOI

João P. Castro,

Nuno R. Candeias

Elsevier eBooks, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

0

Synthesis of α-Chiral Amides via Synergistic Visible-light-induced Wolff Rearrangement and Asymmetric NHC Catalysis DOI

Jiaomei Wang,

Yangxu Chen,

Siyan Miao

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(35), С. 15287 - 15291

Опубликована: Янв. 1, 2024

Herein, a visible-light-induced chiral N-heterocyclic carbene (NHC) catalyzed asymmetric amination of ketenes has been developed. This strategy provides facile synthetic protocol for the efficient construction α-chiral amides.

Язык: Английский

Процитировано

0

Photochemically Induced Approaches to the Syntheses of β‐Lactams DOI
Vijay Kumar Das, Imtiaz Ahmed, Nikita Gupta

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(22), С. 4548 - 4558

Опубликована: Окт. 8, 2024

Abstract The synthesis of β‐lactam scaffolds is paramount importance due to their extensive applications in pharmaceuticals, particularly as antibiotics. Visible light photocatalysis has emerged a revolutionary approach this domain, providing sustainable and efficient pathway for construction. In review, we meticulously discuss the recent developments photocatalysed frameworks. A key focus Staudinger reaction, traditionally cornerstone synthesis, its adaptation visible photocatalysis. We explore mechanistic intricacies reaction under photochemical conditions, along with other pivotal cyclization strategies enabled by light. By illuminating novel photocatalytic routes β‐lactams, review provides thorough understanding state‐of‐the‐art techniques sets stage future innovations green these critical compounds.

Язык: Английский

Процитировано

0

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

Процитировано

0