CCC pincer Ru complex-catalyzed C–H vinylation/6π-E-cyclization of aldimines for constructing 4H-pyrido[1,2-a]pyrimidines DOI Creative Commons

Heng Cai,

Yong‐Qiang Tu, Qiang Niu

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(39), P. 16216 - 16221

Published: Jan. 1, 2024

A convenient and efficient approach to construct a series of N -heteropolycycles using unique CCC pincer NHC–Ru( iii )-catalyzed cascade C–H vinylation/6π-electrocyclization pyridyl aldimines with unactivated vinyl bromides/triflates is reported.

Language: Английский

Visible-light-induced organocatalyzed C(sp2)-H bond functionalization of 1,3-azoles with trifluoroacetylsilanes DOI
Zhengyu Li,

Zeguo Zhang,

Zhihan Zhang

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(11), P. 3662 - 3668

Published: Sept. 18, 2024

Language: Английский

Citations

6
Nickel-Catalyzed Three-Component Carboamination/Cyclization of Alkynes To Access 2,3-Disubstituted Quinolines DOI
Yang Gao, Jiale Xing, Yanping Huo

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 23, 2025

Presented herein is a nickel-catalyzed chemo- and regioselective three-component tandem carboamination cyclization of terminal alkynes with organoboronic acids anthranils for facile modular access to 2,3-substituted quinolines. In this process, anthranil has dual roles: serving as an electrophilic aminating reagent redox buffer suppress the generation off-cycle Ni(0) complex. Moreover, anionic acetylacetonate (acac) ligand was found be vital ensure productive Ni(I)-Ni(III)-Ni(I) catalytic cycle.

Language: Английский

Citations

0
Ag-Catalyzed Practical Synthesis of N-Acyl Anthranilic Acids from Anthranils and Carboxylic Acids DOI
Changshu Wu, Yang Gao, Yanping Huo

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(5), P. 3150 - 3160

Published: Feb. 9, 2024

A practical synthesis of valuable N-acyl anthranilic acids has been achieved via a silver-catalyzed imino-ketene generation from readily available anthranils and carboxylic acids. wide range including sterically demanding aliphatic acids, aromatic acrylic amino are compatible in this reaction. Moreover, method can be used to modify drug molecules natural products, such as ibuprofen, probenecid, acetylglycine.

Language: Английский

Citations

2
Copper-catalyzed asymmetric dearomatizing amination of 2-naphthols: Csp2–N coupling via 1,3-reductive elimination DOI

Aying Yihuo,

Maoping Pu, Zheng Tan

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(8), P. 2694 - 2700

Published: July 2, 2024

Language: Английский

Citations

2
Bi(OTf)3-Catalyzed Cascade Cycloaddition–Decarbonylation–N-Deoxygenative Aromatization between 2-Arylisatogens and Styrenes: Unveiling a Synthesis of 2,4-Diarylquinolines DOI Creative Commons
Kunlayanee Punjajom,

Sukit Chonradeenitchakul,

Jumreang Tummatorn

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(47), P. 10066 - 10071

Published: Nov. 15, 2024

An unprecedented Bi(OTf)3-catalyzed reaction between 2-arylisatogens and vinylarenes to yield 2,4-diarylquinolines is reported. The transformation occurred via a BiIII-coordination the embedded anionic nitrone oxygen, which induced regiospecific stepwise formal [4 + 2]-cycloaddition with strained tricyclic intermediate, subsequently extruded gaseous carbon monoxide. N-Deoxygenative aromatization ensued produce 2,4-diarylquinolines. protocol was applicable variety of substrates quinolines in up an 89% yield.

Language: Английский

Citations

2
Diastereoselective Synthesis of 4-Hydroxy-2-quinolinones via Formal [2 + 4] Cycloaddition Reactions Using α-Diazo Pyrazoleamides as C2 Synthons DOI
Pei Li,

Maoqing Shi,

Kaixin Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(26), P. 5554 - 5559

Published: June 24, 2024

A rhodium-catalyzed highly stereoselective formal [2 + 4]-cycloaddition reaction of α-diazo pyrazoleamides and 2-aminophenyl ketones that produces 4-hydroxy-2-quinolinones in good yields with excellent diastereoselectivities has been developed. pyrazolium ylide species is generated from used as a C2 synthon for this cycloaddition. This protocol offers an efficient approach to variety featuring sequential quaternary centers.

Language: Английский

Citations

1
Solvent‐ or Base‐Controlled Diastereoselectivity and Chemoselectivity for the Reaction of Ketenimine Zwitterionic Salts DOI
Weiguang Yang,

Guanrong Li,

Zixin Huang

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 30, 2024

Comprehensive Summary Ketenimine zwitterionic salt (KZS), a novel and stable ketenimine precursor, is still underexplored in the realm of chemical synthesis. In this study, we demonstrate transformation pyrrole derivatives through cyclization KZS with α ‐aminoketones. The diastereoselectivity reaction influenced by solvent, enabling isolation 3‐hydroxypyrrolidine diastereomers highest reported dr value 21 : 1. Furthermore, chemoselectivity modulated choice base, yielding 2‐aminopyrrole as major products. This research offers sustainable approach to harnessing potential organic synthesis, contributing greener process.

Language: Английский

Citations

1
CCC pincer Ru complex-catalyzed C–H vinylation/6π-E-cyclization of aldimines for constructing 4H-pyrido[1,2-a]pyrimidines DOI Creative Commons

Heng Cai,

Yong‐Qiang Tu, Qiang Niu

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(39), P. 16216 - 16221

Published: Jan. 1, 2024

A convenient and efficient approach to construct a series of N -heteropolycycles using unique CCC pincer NHC–Ru( iii )-catalyzed cascade C–H vinylation/6π-electrocyclization pyridyl aldimines with unactivated vinyl bromides/triflates is reported.

Language: Английский

Citations

0