Synthesis of Fluoren‐9‐ones via Pd‐Catalyzed Annulation of 2Iodobiphenyls with Vinylene Carbonate DOI Open Access
Wenguang Li, Yongqi Yu, Jie Yang

и другие.

Chemistry - An Asian Journal, Год журнала: 2023, Номер 19(4)

Опубликована: Ноя. 29, 2023

Abstract A palladium‐catalyzed reaction for intermolecular selective C−H cyclocarbonylation of 2 ‐ iodobiphenyls is described. Intriguingly, the vinylene carbonate acts as a carbon monoxide transfer agent to enable annulation reaction. Moreover, versatile synthon, fluoren‐9‐one can be transformed into variety functionalized organic molecules, such [1,1′‐biphenyl]‐2‐carboxylic acid, 1′ H ,3′ ‐spiro[fluorene‐9,2′‐perimidine] and N ‐tosylhydrazones.

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

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

Construction of Vinyl‐SubstitutedN‐HeterocyclesviaRh(III)‐Catalyzed C−H Functionalization/Annulation of Pyrazolidinones DOI
Shurui Zhang,

Shulei Hu,

Kean Wang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(2), С. 238 - 243

Опубликована: Янв. 5, 2023

Abstract The transition‐metal‐catalyzed C−H activation and annulation reactions of pyrazolidinones with 4‐vinyl‐1,3‐dioxolan‐2‐one or vinylene carbonate are described herein. This protocol provided two types pyrazolo[1,2‐a]cinnolines as essential assets for the development bioactive compounds, synthetic practicality was performed explained 44 examples. possible mechanism these is proposed based on preliminary studies previous reports, no oxidant added to both reactions. magnified image

Язык: Английский

Процитировано

11

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

Green Synthesis of 3,4‐Unsubstituted Isoquinolones through Rhodium(III)‐Catalyzed C−H Activation and Annulation in Ethanol DOI
Vikash Kumar, Parthasarathy Gandeepan

European Journal of Organic Chemistry, Год журнала: 2023, Номер 26(44)

Опубликована: Сен. 27, 2023

Abstract A mild and convenient synthesis of 3,4‐unsubstituted isoquinolones has been achieved from N ‐methoxybenzamides vinylene carbonate as an acetylene surrogate with a versatile rhodium(III) catalyst. The reaction proceeded at room temperature in biomass derived ethanol solvent. This protocol avoids the use stoichiometric external oxidant, served internal oxidant. C−H/N−H activation annulation manifold broad substrate scope excellent levels regioselectivities. preliminary mechanistic studies suggest facile reversible chelation‐assisted C−H rhodation. Diversification provide access to 4‐substituted isoquinolines, which are complementary previously reported protocols.

Язык: Английский

Процитировано

8

Rhodium-catalyzed annulation of hydrazines with vinylene carbonate to synthesize unsubstituted 1-aminoindole derivatives DOI Creative Commons
Yi‐Chun Chen,

Ziqi Lu,

Wenfen He

и другие.

RSC Advances, Год журнала: 2024, Номер 14(7), С. 4804 - 4809

Опубликована: Янв. 1, 2024

The step-economical synthesis of C2, C3-unsubstituted 1-aminoindole derivatives through rhodium-catalyzed annulation hydrazines with vinylene carbonate.

Язык: Английский

Процитировано

2

Copper‐Catalyzed Tandem Cyclization Approach toN,O‐Chelated Boron Difluoride Complexes DOI

Zemin Cheng,

Yue Xu, Tao Zheng

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(4)

Опубликована: Март 11, 2023

Abstract A strategy for synthesizing N , O ‐chelated boron difluoride complexes via copper‐catalyzed tandem cyclization of readily available 2‐aryl pyridines has been developed. This reaction tolerates a wide range functional groups, providing the corresponding products in 43–91% yield. Furthermore, photophysical properties were investigated by measuring UV/Vis absorption and fluorescence spectra several product derivatives.

Язык: Английский

Процитировано

3

Rhodium(III)‐Catalyzed C−H/N−H Activation for Direct Synthesis of Pyrimidoindolones under Mild Conditions DOI Open Access
Vikash Kumar,

Rajaram Maayuri,

Kapil Medhi

и другие.

Chemistry - An Asian Journal, Год журнала: 2023, Номер 18(19)

Опубликована: Авг. 24, 2023

Pyrimidoindolones are an important structural motif found in many natural products and essential to the pharmaceutical agrochemical industry. Direct synthesis of 3,4-unsubstituted pyrimidoindolones is not easily accessible. Here we report a rhodium(III)-catalyzed C-H/N-H activation annulation approach for obtaining from N-carbamoylindoles vinylene carbonate. The reaction occurs at room temperature does require any external oxidants. A diverse spectrum indoles were demonstrated be viable substrates capable producing desired high yields. In addition, scope has been expanded include pyrrole substrate. Furthermore, detailed mechanistic studies have performed delineate working mode reaction.

Язык: Английский

Процитировано

3

Recent Progress in C—H Bond Activation Reaction with Vinylene Carbonate DOI Open Access

Xiaoyang Gao,

Ruirui Zhai,

Xun Chen

и другие.

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(9), С. 3119 - 3119

Опубликована: Янв. 1, 2023

Язык: Английский

Процитировано

3

Rhodium-catalyzed C–H carboxymethylation of anilines with vinylene carbonate DOI
Qiong Liu,

Zhaolong Ma,

Jing Zhang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(41), С. 8320 - 8328

Опубликована: Янв. 1, 2023

A rhodium-catalyzed synthesis of phenylacetate has been realized by direct C-H carboxymethylation anilines bearing removable directing groups. The reaction occurred most efficiently in air, without any external base or oxidant. This methodology is expected to provide a facile and general access various bioactive 2-amino aromatic acetic acid derivatives.

Язык: Английский

Процитировано

2