Hydroxyl‐Directed Iridium‐Catalyzed Synthesis of Pyrano[2,3,4‐de]chromen‐2‐ones and Further Chalcogenation under Blue‐Light Irradiation DOI
Kelu Yan, Xiaoyu Wang, Jiangwei Wen

и другие.

European Journal of Organic Chemistry, Год журнала: 2022, Номер 2022(43)

Опубликована: Окт. 21, 2022

Abstract The hydroxyl‐directed iridium‐catalyzed peri ‐selective C−H bond activation to synthesize substituted pyrano[2,3,4‐ de ]chromen‐2‐ones and further chalcogenylation under blue light irradiation has been realized efficiently. Most products of polycyclic pyrans corresponding chalcogenated derivatives with various substituents were achieved in good excellent yields. Preliminary mechanistic studies suggest that this transformation may pass through a five‐membered iridacycle intermediate containing an O−Ir σ‐bond photocatalytic free radical process.

Язык: Английский

Advancement of vinylene carbonate as a coupling partner in metal-catalyzed C–H functionalization DOI

Yicong Ge,

Qiang Yan,

Jiang Nan

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(22), С. 5717 - 5734

Опубликована: Янв. 1, 2023

Vinylene carbonate (VC) has emerged as a promising coupling partner to participate in various attractive C–H conversions and implement an increasing number of novel reactions. In this review, we provide summary the advancements achieved metal-catalyzed functionalization using VC.

Язык: Английский

Процитировано

16

Application of Sulfoxonium Ylides or Iodonium Ylides in Rhodium‐Catalyzed Synthesis of Phenanthrenes DOI
Xiao Liu, Bingxin Zhou, Kelu Yan

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(8), С. 1744 - 1750

Опубликована: Фев. 22, 2024

Abstract The transmetalation triggered rhodium‐catalyzed C−H bond activation and tandem annulation of 2‐biphenylboronic acids with sulfoxonium ylides or iodonium has been developed. Various products phenanthrenes were constructed under redox‐neutral conditions in 34–86% yields. Several mechanism exploration experiments derivatization reactions conducted sequence to gain a deeper understanding the process potential this transformation. It offers an alternative approach for synthesis phenanthrene derivatives.

Язык: Английский

Процитировано

6

Chemical upcycling of poly(bisphenol A carbonate) to vinylene carbonates through organocatalysis DOI Creative Commons
Killian Onida,

Mohamad Fayad,

Sébastien Norsic

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(11), С. 4282 - 4291

Опубликована: Янв. 1, 2023

The chemical upcycling of poly(bisphenol A carbonate) was carried out through organocatalysis using α-hydroxyketones as nucleophiles, leading to valuable vinylene carbonates.

Язык: Английский

Процитировано

12

Cobalt(III)-Catalyzed Directed C-7 Selective C–H Alkynylation of Indolines with Bromoalkynes DOI
Ruihan Niu, Jing Zhang, Ruyuan Zhao

и другие.

Organic Letters, Год журнала: 2023, Номер 25(29), С. 5411 - 5415

Опубликована: Июль 17, 2023

A cobalt(III)-catalyzed directed C-7 alkynylation of indolines with easily accessible bromoalkynes has been developed. The reaction a broad substrate scope excellent yields and represents powerful route to the synthesis 7-alkynyl-substituted indolines. In addition, can be extended coupling N-aryl 7-azaindoles, highlighting synthetic practicability strategy.

Язык: Английский

Процитировано

11

Vinylene Carbonate as Synthon in Transition Metal‐Catalyzed C−H Bond Activation/Annulation Reactions DOI Open Access

Xiaofan Cui,

Rémi Chauvin, Chao Pi

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(20), С. 3400 - 3412

Опубликована: Сен. 6, 2023

Abstract Recently, vinylene carbonate has been developed as a powerful synthon in transition metal‐catalyzed C−H bond activation/cyclization reactions. This review introduces recent progress the use of reactant, by analyzing and comparing reaction models involving surrogate ethynol, acetylene, acetylation reagents or other reactants, while addressing related mechanisms synthetic applications.

Язык: Английский

Процитировано

11

Transition Metal‐Catalyzed Direct Functionalization of Carbazoles DOI
Vikash Kumar,

S. Sudharsan,

Lusina Mantry

и другие.

The Chemical Record, Год журнала: 2025, Номер unknown

Опубликована: Апрель 29, 2025

Abstract Carbazoles are an important class of nitrogen‐containing heterocycles found in diverse natural products, bioactive molecules, and functional materials. Their broader applications have driven extensive research into their synthesis functionalization. Among various approaches, transition metal‐catalyzed C−H activation has emerged as a powerful tool for direct functionalization, offering regioselectivity, efficiency, sustainability. This review comprehensively summarizes advancements functionalization carbazoles. Various catalytic systems employing palladium, ruthenium, rhodium, nickel, cobalt, copper, iron enabled alkylation, alkenylation, acylation, arylation, alkynylation, heteroatom incorporation These methodologies late‐stage diversification opened avenues accessing structurally complex carbazole derivatives with tailored properties. The aims to provide comprehensive guide researchers exploring via activation, highlighting key mechanistic insights, scope, emerging trends this field.

Язык: Английский

Процитировано

0

Experimental and Computational Studies on RuII‐Catalyzed C7‐Allylation of Indolines with Allyl Bromide DOI
Shiv Shankar Gupta, Shivangi Gupta,

XXXXXXX Manisha

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(50)

Опубликована: Июнь 26, 2023

The selective C7-allylation of indolines with allyl bromide under ruthenium catalysis has been revealed here. Under established reaction conditions, various indolines, including drug compounds, was accomplished good selectivity and yields. Based on combined experimental density functional theory (DFT) studies, the olefin insertion route energetically favorable among four possible pathways. Experimental DFT studies further that C-H activation is a reversible rate-limiting step.

Язык: Английский

Процитировано

8

Transition-Metal-Catalyzed Directed C8–H Carbon–Carbon Bond Formation in Quinolines and 1,2,3,4-Tetrahydroquinolines DOI
Tharmalingam Punniyamurthy, Shubhajit Basak, Tripti Paul

и другие.

Synthesis, Год журнала: 2023, Номер 55(21), С. 3454 - 3469

Опубликована: Март 20, 2023

Abstract C8-Substituted quinoline (QN) and 1,2,3,4-tetrahydroquinoline (THQ) scaffolds are featured in numerous bioactive compounds natural products. Appreciable efforts have been made towards the development of elegant techniques to functionalize C8–H bond QNs THQs. The transition-metal-catalyzed chelation-assisted C–H activation strategy has emerged as an effective synthetic tool among existing methods. This review focuses on recent advances directed carbon–carbon forming reactions for functionalization THQs (till February 2023). discussion categorized based type reaction. 1 Introduction 2 Acylation 3 Alkylation 4 Alkenylation 5 Alkynylation 6 Allylation 7 Annulation 8 Arylation 9 Conclusion Outlook

Язык: Английский

Процитировано

7

Rhodium(III‐Catalyzed C8‐Selective C−H Alkenylation and Alkylation of 1, 2, 3, 4‐Tetrahydroquinolines with Styrenes and Allylic Alcohols DOI
Ji Yang, Changjun Chen, Haoqiang Zhao

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(7), С. 1027 - 1035

Опубликована: Март 16, 2023

Abstract Rh(III)‐catalyzed chelation‐assisted C8‐selective C−H alkenylation and alkylation of 1,2,3,4‐tretrahydroquinolines with styrenes allylic alcohols have been realized. The cationic Rh(III) catalytic system in combination a amount copper acetate uses oxygen as the terminal oxidant catalyzes stereoselective C8‐alkenylation 1,2,3,4‐tetrahydroquinolines to give corresponding products 56–93% yields wide substrate scope broad functional group compatibility. reaction can be scaled up. Moreover, this protocol extended C8‐alkylation alcohols, providing access various 8‐(3‐oxoalkyl)‐1,2,3,4‐tetrahydroquinolines 77–90% yields. selection N‐directing is essential for catalysis, readily installable removable N‐(2‐pyrimidyl) proves optimal choice. Preliminary mechanistic studies are performed gain insights into mechanism. magnified image

Язык: Английский

Процитировано

5

Rhodium-catalyzed divergent dehydroxylation/alkenylation of hydroxyisoindolinones with vinylene carbonate DOI
Jiang Nan, Liang Lu

Chemical Communications, Год журнала: 2023, Номер 59(98), С. 14559 - 14562

Опубликована: Янв. 1, 2023

A novel organic transformation involving rhodium-catalyzed divergent dehydroxylation/alkenylation of hydroxyisoindolinone with vinylene carbonate is reported, and the promising reagent presents a distinct chemical reactivity as vinyl-oxygen cyclic synthon.

Язык: Английский

Процитировано

4