β,β-Difluoro Peroxides as Fluorinated C2-Building Blocks for the Construction of Functionalized Indolizines DOI Creative Commons
Yangyang Ma, Hua Zhang, Xiaoxiao Du

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(24), P. 5927 - 5927

Published: Dec. 16, 2024

An effective method for the construction of functionalized indolizines has been developed in which β,β-difluoro peroxides act as novel C2-building blocks to implement [3+2] annulation with pyridinium ylides under base-mediated conditions. With this protocol, a broad range multisubstituted were prepared moderate good yields mild conditions, and many useful functional groups tolerated.

Language: Английский

Base-controlled selective cleavage of the C–F bond of difluorocarbene for the divergent assembly of indolizines DOI
Chun‐Yan Wu, Xiang‐Long Chen, Dongsheng Yang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(15), P. 4214 - 4218

Published: Jan. 1, 2024

A [3 + 1 1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF 2 CO Me and pyridinium salts as readily available substrates has been developed.

Language: Английский

Citations

5
Advances in the Synthesis of α-Trifluoromethyl Ketones and Their Application via Defluorinative Reactions DOI
San-Zhu Cao, Yunyun Liu, Jie‐Ping Wan

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 86 - 86

Published: Jan. 1, 2025

Language: Английский

Citations

0
Copper‐Catalyzed Oxidative Trifluoromethylation of Aromatic Alkenes for the Synthesis of α‐Trifluoromethylated Ketones DOI
Jia-Li Wang,

Hongjian Liu,

Chaorong Qi

et al.

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(3)

Published: Jan. 23, 2024

Abstract A copper‐catalyzed oxidative trifluoromethylation of aromatic alkenes has been developed successfully, providing access to a variety valuable α‐trifluoromethyl‐substituted ketones using Togni's reagent as the trifluoromethyl source. The use affordable copper catalyst and readily available feedstock, broad substrate scope, mild conditions, operational simplicity are attractive features method. Preliminary mechanistic studies revealed that both dimethyl sulfoxide (DMSO) air might function oxidant for transformation.

Language: Английский

Citations

3
Synthesis of Functionalized Indolizines through 1,3-Dipolar Cycloaddition of Zwitterionic Ketenimines and Pyridinium Salts DOI
Farhad Golmohammadi, Chiman Osmani,

Frank Röminger

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 19, 2025

A straightforward and efficient strategy for the synthesis of fully functionalized indolizines has been developed through a transition metal- oxidant-free [3 + 2] cycloaddition reaction zwitterionic ketenimines pyridinium salts. This versatile method proceeds under mild conditions, affording in moderate to good yields. approach involves an intermolecular cycloaddition, followed by enamine/imine tautomerization aromatization. Notably, this demonstrates broad functional group compatibility allows facile scalability, making it valuable tool indolizine-based frameworks organic medicinal chemistry.

Language: Английский

Citations

0
Combining Hydrodefluorination and Defluorophosphorylation for Chemo- and Stereoselective Synthesis of gem-Fluorophosphine Alkenes DOI

Ya‐Fei Hu,

Man-Hang Feng,

Peng‐Yuan Zhang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(34), P. 6368 - 6373

Published: Aug. 18, 2023

A chemo-, regio-, and stereoselective reaction of trifluoromethyl enones, phenylsilane, phosphine oxides through a sequential hydrodefluorination defluorophosphorylation relay is developed for the synthesis distinctive gem-fluorophosphine alkenes. This multicomponent occurred under transition-metal-free conditions with good functional group tolerance. Moreover, preinstalled carbonyl auxiliary important tuning reactivity β-trifluoromethyl thereby enabling controllable selective functionalization two fluorine atoms in trifluoromethylated enones.

Language: Английский

Citations

9
Synthesis of 2-Fluorinated Pyrazolo[1,5-a]pyridines via Base- Mediated [3+2] Cycloaddition of N-Aminopyridinium Salts with gem-Difluorostyrenes DOI
Yang Feng, Yuanyuan Wu,

Zengjiang Yue

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(28), P. 12496 - 12500

Published: Jan. 1, 2024

A method for the construction of 2-fluoropyrazolo[1,5- a ]pyridines through base-promoted [3+2] cycloaddition N -aminopyridinium salts with gem -difluorostyrenes has been established.

Language: Английский

Citations

0
1,2-Oxidative Trifluoromethylation of Olefin with Ag(O2CCF2SO2F) and O2: Synthesis of α-Trifluoromethyl Ketones DOI Creative Commons
Shengxue Zhang,

Wangchuan Xiao,

Jingjing Wu

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(23), P. 5622 - 5622

Published: Nov. 27, 2024

A novel and efficient 1,2-oxidative trifluoromethylation of olefins employing Ag(O2CCF2SO2F) as a trifluoromethyl source is described with O2 the oxidant, which provides access to variety valuable α-trifluoromethyl-substituted ketones. The broad substrate scope, feasibility large-scale operation, derivatization reactions α-trifluoromethyl ketones demonstrate promising utility this protocol.

Language: Английский

Citations

0
Highly diastereoselective multicomponent synthesis of 2-piperidone-substituted pyridinium salts with three and four stereogenic centers DOI
Andrey Vinokurov, Taygib M. Iliyasov, Kirill A. Karpenko

et al.

Tetrahedron, Journal Year: 2023, Volume and Issue: 149, P. 133685 - 133685

Published: Oct. 14, 2023

Language: Английский

Citations

1
β,β-Difluoro Peroxides as Fluorinated C2-Building Blocks for the Construction of Functionalized Indolizines DOI Creative Commons
Yangyang Ma, Hua Zhang, Xiaoxiao Du

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(24), P. 5927 - 5927

Published: Dec. 16, 2024

An effective method for the construction of functionalized indolizines has been developed in which β,β-difluoro peroxides act as novel C2-building blocks to implement [3+2] annulation with pyridinium ylides under base-mediated conditions. With this protocol, a broad range multisubstituted were prepared moderate good yields mild conditions, and many useful functional groups tolerated.

Language: Английский

Citations

0