2‐Vinylaniline in the synthesis of heterocycles: Recent advances DOI
Fatemeh Doraghi,

Hamed Navid,

Somaye Karimian

и другие.

Journal of Heterocyclic Chemistry, Год журнала: 2024, Номер 61(7), С. 1180 - 1199

Опубликована: Май 21, 2024

Abstract 2‐Vinylanilines are readily accessible substrates, which undoubtedly one of the best candidates for construction diversely nitrogen‐containing heterocyclic compounds. Owing to amine and alkenyl groups in their structures, these frameworks offer a facile, direct, selective synthetic method. This review describes various cyclization reactions involving 2‐vinylanilines catalyzed by transition metals, or under metal‐free conditions.

Язык: Английский

Recent Advances in Alkenyl sp2 C–H and C–F Bond Functionalizations: Scope, Mechanism, and Applications DOI
Mingzhu Lu, Jeffrey Goh, Manikantha Maraswami

и другие.

Chemical Reviews, Год журнала: 2022, Номер 122(24), С. 17479 - 17646

Опубликована: Окт. 14, 2022

Alkenes and their derivatives are featured widely in a variety of natural products, pharmaceuticals, advanced materials. Significant efforts have been made toward the development new practical methods to access this important class compounds by selectively activating alkenyl C(sp2)–H bonds recent years. In comprehensive review, we describe state-of-the-art strategies for direct functionalization sp2 C–H C–F until June 2022. Moreover, metal-free, photoredox, electrochemical also covered. For clarity, review has divided into two parts; first part focuses on currently available using different alkene as starting materials, second describes bond easily accessible gem-difluoroalkenes material. This includes scope, limitations, mechanistic studies, stereoselective control (using directing groups well metal-migration strategies), applications complex molecule synthesis where appropriate. Overall, aims document considerable advancements, current status, emerging work critically summarizing contributions researchers working fascinating area is expected stimulate novel, innovative, broadly applicable functionalizations coming

Язык: Английский

Процитировано

155

The Regioselective Solid‐State Photo‐Mechanochemical Synthesis of Nanographenes with UV light DOI Creative Commons
Daniel M. Baier, Carolina Spula,

Stephen Fanenstich

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(20)

Опубликована: Фев. 24, 2023

Photochemical reactors inherently suffer from the low penetration depth of light and therefore rely on high dilutions to enable chemical reactions. Here we present first method UV (ultraviolet) photochemistry in complete absence bulk solvents a ball mill. Triphenylene was synthesized by two routes, Mallory reaction cyclodehydrochlorination (CDHC), resulting yields 81 92 %, respectively. The successfully scaled up gram scale robustness demonstrated for several different substrates. Finally, regioselective assembly nanographenes mechanochemistry larger systems. Thus, mechanochemical approach presented here provides powerful new tool atomically precise construction nanographenes.

Язык: Английский

Процитировано

27

Mechano-photoexcitation for organic synthesis using mechanoluminescent materials as photon sources DOI

Xiaobin Xin,

Jianzhao Geng, Duo Zhang

и другие.

Nature Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 14, 2024

Язык: Английский

Процитировано

6

One-pot synthesis of 3-trifluoromethylbenzo[b][1,4]oxazines from CF3-imidoyl sulfoxonium ylides with 2-bromophenols DOI

Mingshi Pan,

Yixin Tong,

Xiaodong Qiu

и другие.

Chemical Communications, Год журнала: 2022, Номер 58(89), С. 12443 - 12446

Опубликована: Янв. 1, 2022

Herein, a method to access 3-trifluoromethyl-1,4-benzoxazines from CF3-imidoyl sulfoxonium ylides and 2-bromophenols has been demonstrated. This synthetic protocol proceeds via one-pot two-step sequence that includes the lithium-bromide-promoted O-H insertion of annulation, merits broad substrate scope, excellent functional tolerance operational simplicity, which provides an alternative means obtaining CF3-substituted heterocycles.

Язык: Английский

Процитировано

21

Cu-Catalyzed Carbocyclization for General Synthesis of N-Containing Heterocyclics Enabled by BrCF2COOEt as a C1 Source DOI

Xiaofang Song,

Lijing Zhang, Xing‐Guo Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 3403 - 3412

Опубликована: Фев. 8, 2024

A practical and efficient copper-catalyzed carbocyclization of 2-functionalized anilines with ethyl bromodifluoroacetate has been developed. Ethyl is employed as the C1 source via quadruple cleavage in this transformation. This reaction can afford a variety N-containing heterocyclics satisfactory yields excellent functional group compatibility.

Язык: Английский

Процитировано

4

[Cp*IrCl2]2-Catalyzed Amidocarbonation of Olefins with Sulfoxonium Ylides toward Functionalized Isoindolin-1-ones DOI
Qi Yang,

Junxue Bai,

Han Yang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(39), С. 7148 - 7153

Опубликована: Сен. 26, 2023

A [Cp*IrCl2]2-catalyzed amidocarbonation of olefins with sulfoxonium ylides has been developed to generate diverse biologically important isoindolin-1-ones in high efficiency under mild reaction conditions. Mechanism studies indicated that this cascade was triggered by amino-iridation the olefin unit iridacycle, followed formal migratory insertion ylides. This newly method features broad substrate scopes and operational simplicity.

Язык: Английский

Процитировано

9

Photomechanochemistry: harnessing mechanical forces to enhance photochemical reactions DOI Creative Commons
Francesco Mele, Ana Maria Constantin, Andrea Porcheddu

и другие.

Beilstein Journal of Organic Chemistry, Год журнала: 2025, Номер 21, С. 458 - 472

Опубликована: Март 3, 2025

Photomechanochemistry, i.e., the merger of light energy and mechanical forces, is emerging as a new trend in organic synthesis, enabling unique reactivities fleeting excited states under solvent-minimized conditions. Despite its transformative potential, field faces significant technological challenges that must be addressed to unlock full capabilities. In this Perspective, we analyze selected examples showcase available technologies combine including manual grinding, vortex shaker mixing, rod milling, ball milling. By examining advantages limitations each approach, aim provide an overview current state synthetic photomechanochemistry identify opportunities for future advancements rapidly evolving area research.

Язык: Английский

Процитировано

0

A review on quinolines: New green synthetic methods and bioactive potential DOI Creative Commons
Luana Mota Ferreira, Pilar Garcı́a Garcı́a, Pablo A. García

и другие.

European Journal of Pharmaceutical Sciences, Год журнала: 2025, Номер unknown, С. 107097 - 107097

Опубликована: Апрель 1, 2025

Quinolines have been an interest of study for a few decades due to the importance this system in natural and pharmaceutical products. Since their discovery nineteenth century, many medicinal properties found quinoline compounds. Firstly, as anti-parasitic agent against malaria then other diseases, such as, parasitic infections, HIV, bacterial infections cancer. Consequently, synthetic methods developed afford ring. In review we look back at traditional forward most recent promising "green" synthesis quinolines. Also, newest advances therapeutic compounds based on skeleton treatment cancer diseases applications derivatives drug delivery systems.

Язык: Английский

Процитировано

0

Recent Advances in the Synthesis of Quinolines: A Focus on Oxidative Annulation Strategies DOI Open Access

Mao-Lin Liao,

Peng-Peng Liu,

Jiacheng Yang

и другие.

Catalysts, Год журнала: 2025, Номер 15(5), С. 441 - 441

Опубликована: Апрель 30, 2025

Quinoline, a heterocyclic scaffold of paramount importance in medicinal and industrial chemistry, has garnered significant attention due to its versatile application. Traditional synthetic methods, dating back over century, have evolved into innovative strategies leveraging catalytic C–H bond activation, transition-metal-free protocols, photo-induced oxidative cyclization. Recent advancements highlight the synergistic roles catalysts, oxidants, solvents enhancing molecular reactivity reaction efficiency. This review systematically summarizes state-of-the-art annulation techniques for quinoline synthesis, emphasizing mechanistic insights practical applications.

Язык: Английский

Процитировано

0

Unexpected Copper-Catalyzed Cascade Reaction of 1,6-Enynes with Sulfoxonium Ylides DOI
Hong Zhang,

Jieyin He,

Wendi Xu

и другие.

Organic Letters, Год журнала: 2022, Номер 24(39), С. 7095 - 7100

Опубликована: Сен. 26, 2022

An unprecedented copper-catalyzed cascade reaction of 1,6-enynes with sulfoxonium ylides is reported, providing a series structurally intriguing 2,3-disubstituted indolines bearing conjugated dienone functionality at the 3-position in moderate to excellent yields good chemo-, regio-, and diastereoselectivities under mild conditions. Importantly, sulfoxonium-ylide-derived copper-carbene herein exhibits quite different reactivity from that diazo copper-carbene. A rational mechanism, an initial ammonium ylide rather than allene formation, proposed.

Язык: Английский

Процитировано

13