Functionalization of Chromenes and Their Derivatives DOI Open Access
Laura Cunningham, Sundaravel Vivek Kumar, Patrick J. Guiry

и другие.

Опубликована: Март 25, 2023

Chromenes and their derivatives are abundant in natural products biologically active molecules. Here we summarize the decades-long development of transition metal-catalyzed site-selective C–H functionalization chromene derivatives. This chapter describes 2 H -chromenes, -chromen-2-ones (coumarins), 4 -chromenes -chromen-4-ones (chromones).

Язык: Английский

Coumarins Synthesis and Transformation via C–H Bond Activation—A Review DOI Creative Commons
Katarzyna Szwaczko

Inorganics, Год журнала: 2022, Номер 10(2), С. 23 - 23

Опубликована: Фев. 15, 2022

For several decades, coumarins have attracted considerable attention due to the fact of their application in diverse fields such as medical science and biomedical research well industrial branches. Recently, many compounds containing coumarin moiety been intensively studied, mainly biological activities antitumor, antioxidative, anti-HIV, vasorelaxant, antimicrobial, anticancer. They are also widely used fluorescent dyes probes because great structural flexibility large quantum yields. this reason, numerous attempts made develop new more practical methods for synthesis these compounds. This review aims at providing a comprehensive overview by direct C–H bond activation order demonstrate current state-of-the-art limitations.

Язык: Английский

Процитировано

24

Recent advances in the synthesis and applications of furocoumarin derivatives DOI
Chaoyue Chen, Zheng‐Bin Tang, Zhichang Liu

и другие.

Chinese Chemical Letters, Год журнала: 2023, Номер 34(9), С. 108396 - 108396

Опубликована: Март 30, 2023

Язык: Английский

Процитировано

15

Rh(III)-Catalyzed Regioselective Annulations of 3-Arylisoxazolones and 3-Aryl-1,4,2-dioxazol-5-ones with Propargyl Alcohols: Access to 4-Arylisoquinolines and 4-Arylisoquinolones DOI
Tongtong Wang, Hai‐Shan Jin,

Manman Cao

и другие.

Organic Letters, Год журнала: 2021, Номер 23(15), С. 5952 - 5957

Опубликована: Июль 29, 2021

The Rh(III)-catalyzed dual directing group assisted C–H activation/annulation of 3-arylisoxazolones with propargyl alcohols has been developed, which expands the application scope isoxazolones in organic synthesis. This protocol also worked well 3-aryl-1,4,2-dioxazol-5-ones to produce synthetically and biologically important 4-arylisoquinolones.

Язык: Английский

Процитировано

24

A short review on the synthesis of pyrrolo[3,4-c]coumarins an isolamellarin-B scaffolds DOI
Prasanta Patra

Synthetic Communications, Год журнала: 2022, Номер 52(21), С. 1999 - 2018

Опубликована: Сен. 7, 2022

This review presents a vast body of literature on various synthetic methodology, biological, and fluorescence activities pyrrolo[3,4‑c]coumarins as published during the last 20–30 years. Synthesized have been reported in by construction either pyrrole, indole, or both rings via different methodology including metal-catalyzed reactions, green reaction protocols starting from readily accessible substrates.

Язык: Английский

Процитировано

17

Transition metal-catalyzed double Cvinyl–H bond activation: synthesis of conjugated dienes DOI
Vipin K. Maikhuri, Jyotirmoy Maity, Smriti Srivastava

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(48), С. 9522 - 9588

Опубликована: Янв. 1, 2022

Recent advances in the synthesis of conjugated dienes via transition metal-catalyzed double C vinyl –H bond activation.

Язык: Английский

Процитировано

15

Ru(ii)-Catalyzed C–H activation/annulation reactions of N-aryl-pyrazolidinones with sulfoxonium ylides: synthesis of cinnoline-fused pyrazolidinones DOI
Hai‐Shan Jin,

Ya‐Zhen Du,

Qingyang Zhao

и другие.

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(22), С. 6350 - 6355

Опубликована: Янв. 1, 2021

The first Ru( ii )-catalyzed cascade C–H activation/annulation reactions of N -aryl-pyrazolidinones with sulfoxonium ylides are reported.

Язык: Английский

Процитировано

18

Coumarin C−H Functionalization by Mn(I) Carbonyls: Mechanistic Insight by Ultra‐Fast IR Spectroscopic Analysis DOI Creative Commons
Thomas J. Burden, Kathryn P. R. Fernandez,

Mary Kagoro

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(25)

Опубликована: Янв. 10, 2023

Mn(I) C-H functionalization of coumarins provides a versatile and practical method for the rapid assembly fused polycyclic pyridinium-containing in regioselective manner. The synthetic strategy enables application bench-stable organomanganese reagents both photochemical- thermal-promoted reactions. cyclomanganated intermediates, global reaction system, provide an ideal testing ground structural characterization active carbonyl-containing species, including transient species observable by ultra-fast time-resolved spectroscopic methods. thermodynamic reductive elimination product, solely encountered from between alkynes air-stable organometallic coumarins, has enabled critical seven-membered intermediate, detected infrared spectroscopy, enabling elucidation temporal profile key steps pathway. Quantitative data are provided. Manganated products readily decomplexed AgBF

Язык: Английский

Процитировано

7

Synthesis of Indolo[2,1-a]benzazepinones through Rhodium-Catalyzed Cascade Reactions of 2-Arylindoles with Allyl Alcohols DOI
Yujiao Wang, Tongtong Wang,

Cai‐Cai Liang

и другие.

Organic Letters, Год журнала: 2021, Номер 23(16), С. 6272 - 6277

Опубликована: Июль 30, 2021

An efficient synthesis of indolo[2,1-a]benzazepinones through rhodium-catalyzed cascade reactions 2-arylindoles with allyl alcohols has been developed. This work expands the scope products that are available C–H activation/intramolecular annulation in organic synthesis.

Язык: Английский

Процитировано

14

Synthesis of Angular Polycyclic Aromatic Molecules via Rh(III)‐Catalyzed C−H Annulation of Nitrones with Cyclic 2‐Diazo‐1,3‐diones DOI Open Access
Yan Wang, Li‐Ming Zhao

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(21), С. 3713 - 3717

Опубликована: Сен. 16, 2023

Abstract We herein disclose a simple and general method for the synthesis of chromendiones through Rh(III)‐catalyzed C−H functionalization/annulation reactions nitrones with cyclic 2‐diazo‐1,3‐diones by using nitrone group as traceless directing group. This exhibits high efficiency broad functional compatibility. The derivatization these has been also demonstrated to further strengthen synthetic utility transformation.

Язык: Английский

Процитировано

4

Selective Synthesis of 5‐Alkylated and 5‐Alkenylated Chromones via Catalytic C‐H Coupling of Chromones with Allyl Alcohols DOI

Ya‐Zhen Du,

Yujiao Wang, Qingyang Zhao

и другие.

European Journal of Organic Chemistry, Год журнала: 2021, Номер 2021(17), С. 2411 - 2420

Опубликована: Апрель 6, 2021

Abstract Herein, we describe two types of C5 functionalization reactions chromones with allyl alcohols. Diverse 5‐substituted can be produced by modulating the catalysts in these reactions: Rh(III) results formation 5‐alkylated chromones, and Ru(II) furnishes 5‐alkenylated products. We also achieve further functionalizations which demonstrates superiority this method. Notable features new methods include readily available precursors, tunable reactivity, exclusive C5‐selectivity, easy derivatization

Язык: Английский

Процитировано

9