Five-membered ring systems: With more than 1 N atom DOI
Larry Yet

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 211 - 257

Published: Jan. 1, 2024

Language: Английский

Rhodium-Catalyzed Atroposelective C–H Alkylation of 1-Aryl Isoquinoline Derivatives with Cyclopropanols DOI
Wenwen Zhang, Quannan Wang, Chao Zheng

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 4017 - 4024

Published: Feb. 20, 2025

Language: Английский

Citations

3
Ring‐Opening Cross‐Coupling/Cyclization Reaction of Cyclopropanols with Organic Compounds DOI
Fatemeh Doraghi,

Seyedeh Pegah Aledavoud,

Azadeh Fakhrioliaei

et al.

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(32)

Published: Aug. 23, 2023

Abstract Cyclopropanols, due to their particular chemistry, can participate in various synthetic reactions with retention or cleavage of the strained three‐membered ring. Direct cross‐coupling ring‐opening reaction such molecules access organic compounds, as ketones has great importance medicinal chemistry and material sciences. Hence, coupling reaction/cyclization cyclopropanols for constructing new valuable presence a transition metal catalyst under metal‐free conditions is described this context. The features are discussed, mechanisms challenging highlighted.

Language: Английский

Citations

12
Electrochemical cascade pyrazole annulation and C-H halogenation for the synthesis of 4-halopyrazoles DOI Creative Commons
Haijin Guo, Yunyun Liu, Jie‐Ping Wan

et al.

Green Synthesis and Catalysis, Journal Year: 2023, Volume and Issue: unknown

Published: Oct. 1, 2023

The synthesis of 4-halo-functionalized pyrazoles by electrochemical cascade reactions between N,N-dimethyl enaminones and proper hydrazine reagents in the presence a halogen source is realized at room temperature. work provides tunable efficient accesses to 4-chloro- 4-bromopyrazoles aqueous THF (tetrahydrofuran) without using any transition metal reagent.

Language: Английский

Citations

10
Inverse conjugate additions of acrylic amides and esters with F/Cl/O/N-nucleophiles and CF 3 + reagents DOI Creative Commons

Xiukun Liu,

Yuan Kou,

Hao Wu

et al.

Science Advances, Journal Year: 2025, Volume and Issue: 11(7)

Published: Feb. 12, 2025

The conjugate additions of nucleophiles to acceptors are among the most powerful hetero-carbon bond formation reactions. addition normally occurs via a β-nucleophilic addition, resulting in stabilized α-carbanion intermediate that can be subsequently quenched by electrophiles or protons. Nevertheless, inverse involving an α-specific nucleophilic remains less explored because electronic mismatch. In this research, we disclosed including Py·HF, TBACl, HOR, H 2 O, 18 RCO H, and pyrazole concurrent with trifluoromethylation. This umpolung inversely regioselective enabled visible light–induced redox photocatalysis, occurred unusual α-nucleophilic other than normal efficiently generate diverse α-functionalized CF 3 -containing amides/esters. broad substrate scope, excellent functional-group tolerance, versatile late-stage derivatizations as well biologically functionally important products demonstrated potential applications protocol materials, agrochemicals, pharmaceutical chemistry.

Language: Английский

Citations

0
Synthesis of C2-Spiroindolines Based on the Cascade Reaction of 2-Aryl-3H-indoles with Cyclopropanols DOI

Xueying Yang,

Yuanshuang Xu, Xinying Zhang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(2), P. 694 - 694

Published: Jan. 1, 2025

Language: Английский

Citations

0
Chemical Compounds of Gelsemium elegans and their Anti-Cancer Activity DOI

Lu-Yi Zhao,

Yang Hong, Chaoqun Wang

et al.

Chemistry of Natural Compounds, Journal Year: 2025, Volume and Issue: unknown

Published: March 26, 2025

Language: Английский

Citations

0
Synthesis of 3‐Hydroxyfluorenones Based on the Cascade Reaction of Aryl Enaminones with Benzyl Substituted Cyclopropanols DOI

Xueying Yang,

Yuanshuang Xu,

Shasha Ye

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: June 4, 2025

Comprehensive Summary Presented herein is a novel synthesis of 3‐hydroxyfluorenones through the cascade reaction aryl enaminones with benzyl substituted cyclopropanols. The formation product initiated by introduction an enone moiety onto enaminone cyclopropanol as homoenolate precursor C−H bond activation, followed intramolecular enamine Michael addition, enol amine elimination and aromatization‐driven oxidative dehydrogenation. To our knowledge, this should be first example for specific 3‐hydroxyfluorenone derivatives via simultaneous both indenone phenol scaffolds C−H/C−C/C−N activation three C−C formation. In general, newly developed protocol features easily accessible substrates, synthetically pharmaceutically valuable products, unique pathway, good compatibility various functional groups ready scalability.

Language: Английский

Citations

0
Rhodium(III)-Catalyzed Sequential Cyclization of Enaminones with 1,3-Dienes via C–H Activation for the Synthesis of Fluorenones DOI
Lei Gao, Min Wang,

Hongwei Ren

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 19, 2024

An efficient method for construction of various fluorenones has been achieved via Rh(III)-catalyzed C–H activation/[4 + 2] annulation/aromatization sequences simple and readily available enaminones 1,3-dienes. This protocol showed good substrate compatibility as an array structurally electronically diverse prepared efficiently in moderate to yields preparative scale utility showing very efficiency the late-stage functionalization complex valuable molecules.

Language: Английский

Citations

3
Rh(III)-Catalyzed Synthesis of Isocoumarins via C–H Activation of Phenacyl Phosphoniums with Iodonium Ylides DOI
Jinzhong Yao, Maozhong Miao, Hongwei Zhou

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 56(01), P. 47 - 54

Published: Nov. 23, 2023

Abstract A phosphonium-assisted C–H cyclization with iodonium ylides has been developed under redox-neutral rhodium(III) catalysis, offering a wide variety of valuable isocoumarins in moderate to good yields. This transformation proceeds through activation, carbene insertion, and nucleophilic addition processes. The reaction occurs low catalyst loading short time does not require an oxidant.

Language: Английский

Citations

1
Construction of Polyheterocyclic Skeletons through C−H Bond Activation‐Initiated Cascade Reactions by Using Cyclopropanol as Alkylating Agent as well as Masked Nucleophile and Electrophile DOI
Xueying Yang,

Xinyuan Cai,

Xinying Zhang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(1), P. 141 - 147

Published: Nov. 28, 2023

Abstract Presented herein is a synthesis of indane fused bicyclic pyrazolidinones based on the reactions aryl azomethine imines with cyclopropanols. Mechanistically, formation product involves Rh(III)‐catalyzed direct C( sp 2 )−H alkylation imine cyclopropanol through in situ ring‐opening, followed by cascade intramolecular C ‐ and N ‐nucleophilic addition. In this tandem process, acts as not only an alkylating agent but also masked nucleophile electrophile to participate construction both pyrazolidinone scaffolds. To our knowledge, such reaction pattern has been disclosed. general, synthetic protocol advantages easily obtainable substrates, valuable products, concise procedure, unique pathway, good compatibility diverse functional groups.

Language: Английский

Citations

1