Tailor‐Made Pyrazolopyridines and Fused Pyrazolopyridines: Recent Updates toward Sustainable Synthesis DOI
Mohabul A. Mondal, Rina Ghosh

ChemistrySelect, Год журнала: 2024, Номер 9(36)

Опубликована: Сен. 1, 2024

Abstract Over the last three decades, owing to labour cost, time and especially environmental issues, one‐pot synthesis of heterocyclic compounds involving tandem or multicomponent (sequential consecutive) reactions has gained particular attention worldwide. Most marketed drug molecules hold one more rings. Due some side effects several drugs along with gradual emergence antimicrobial resistance, necessity for developing new continues; special should be paid in this respect towards employing their syntheses. Pyrazolopyridines are fused heterocycles holding pyridine pyrazole possess a wide variety biological pharmaceutical properties. Several existing also bear pyrazolopyridine scaffolds. The present perspective is an endeavour encompass green syntheses different isomeric systems, most these published during past five years few cases.

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

Rhodium‐Catalyzed Direct Vinylene Annulation of Sulfoxonium Ylides and N‐carbamoylindoles with Vinylene Carbonate DOI

Jia‐Lin Song,

Lin Xiao,

Shaoyong Chen

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(9), С. 1457 - 1464

Опубликована: Апрель 14, 2023

Abstract In this study, Rh(III)‐catalyzed C−H bifunctionalization and direct vinylene annulation of sulfoxonium ylides N ‐carbamoylindoles with carbonate was accomplished, which afforded a series naphthalenones containing β‐ketosulfoxonium ylide moiety, isocoumarins, pyrimidones. This protocol featured mild conditions, broad substrate scope, functional‐groups compatibility. addition, related applications preliminary mechanistic exploratory were also investigated magnified image

Язык: Английский

Процитировано

14

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

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

Palladium-catalyzed denitrogenation/vinylation of benzotriazinones with vinylene carbonate DOI
Jiang Nan, Qiong Huang,

Xinran Men

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(26), С. 3571 - 3574

Опубликована: Янв. 1, 2024

Herein, a novel Pd-catalyzed denitrogenation/vinylation of benzotriazinones using vinylene carbonate as the vinylation reagent is reported. This transformation demonstrates an unprecedented skeletal editing approach, effectively converting NN to CC fragments

Язык: Английский

Процитировано

4

Transition metal-free annulative vinylene transfer via the 1,3-dipolar reaction of N-ylides: access to benzo-fused indolizines DOI

Limin Zhao,

Wen Li, Jiali Liu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(48), С. 9604 - 9608

Опубликована: Янв. 1, 2022

An efficient metal-free annulative vinylene transfer protocol for the synthesis of benzo-fused indolizines via 1,3-dipolar cycloadditions N-ylides with carbonate has been developed. Vinylene serves as an acetylene surrogate without any external oxidant involved. This transformation leads to direct construction versatile indolizine derivatives in moderate good yields.

Язык: Английский

Процитировано

19

Lewis Acid-Catalyzed [3 + 2]-Cyclization of Iodonium Ylides with Azadienes: Access to Spiro[benzofuran-2,2′-furan]-3-ones DOI
Yang Liu, Chao Pi, Yangjie Wu

и другие.

Organic Letters, Год журнала: 2022, Номер 24(41), С. 7502 - 7506

Опубликована: Окт. 11, 2022

A highly regioselective synthesis of spiro[benzofuran-2,2'-furan]-3-ones has been explored via Lewis acid-catalyzed [3 + 2] cyclization iodonium ylides with azadienes. The acidity the acid was significantly strengthened strong hydrogen bond donors, thereby promoting enolization isomerization for subsequent cycloaddition. This reaction compatible a broad range substrates under mild conditions, and efficiently delivered spiro-heterocycles excellent stereoselectivity.

Язык: Английский

Процитировано

17

Divergent [5 + 1] Annulation of o-Aminobenzamides with Vinylene Carbonate as a Multifunctional Reagent DOI
Jiang Nan, Hanqing Zhang, Lanxin Zhu

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 3, 2025

A divergent [5 + 1] cyclization reaction of o-aminobenzamides with vinylene carbonate has been developed, rapidly generating three types cyclic molecules including quinazolinones, 2-methylquinazolinones, and 2,3-dihydroquinazolinones high chemoselectivity. In this discovery, blooms as a multifunctional reagent to participate in cyclization. The potential new finding is further emphasized by assembling the benzothiazole heteroarene via [4 version tolerating bioactive units well.

Язык: Английский

Процитировано

0

Pd-Catalyzed Synthesis of Acyclic 1,2-Dioxygenated Dienes and Their Regioselective Decarboxylative Diels–Alder Cycloaddition/Aromatization Reactions to Access Multisubstituted Phenols DOI
Shuaikang Zhou,

Siyi Qin,

Xifang Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 18, 2025

A Pd-catalyzed protocol that provides efficient access to acyclic 1,2-dioxygenated dienes has been established. The installation of the bifunctional carbonate electrofuge diene cores enabled such undergo a regioselective decarboxylative Diels-Alder cycloaddition/aromatization reaction, affording diverse synthetic challenging multisubstituted phenols with ease.

Язык: Английский

Процитировано

0

Carboxylic Acid-Enabled Vinylene Transfer Reaction by Co(III) Catalyst: Scope and Applications to the Five-Step Total Synthesis of Protoberberine Alkaloids Containing Free Hydroxyl Group without Protection DOI
Ying Song, Ruimin Li,

Jintong Bai

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(5), С. 3238 - 3250

Опубликована: Фев. 14, 2024

A Co(III)-catalyzed vinylene transfer reaction enabled by carboxylic acid is presented. This redox-neutral transformation tolerates various functional groups, including free hydroxyl and features practicality. Five-step routes based on the Heck annulation have been devised to total synthesis of 8-oxodehydrodiscretamine 2-demethyl-oxypalmatine without protection functionality.

Язык: Английский

Процитировано

3