Nitroquinolines in the Synthesis of Heterocyclic Compounds (microreview) DOI

I. I. Ustinov,

Yurii M. Atroshchenko

Chemistry of Heterocyclic Compounds, Journal Year: 2023, Volume and Issue: 59(1-2), P. 35 - 37

Published: Feb. 1, 2023

Language: Английский

Rh(III)-Catalyzed Tandem Reaction Access to (Quinazolin-2-yl)methanone Derivatives from 2,1-Benzisoxazoles and α-Azido Ketones DOI
Shan Liu,

An‐Jing Wang,

Min Li

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(16), P. 11253 - 11260

Published: Aug. 8, 2022

A Rh(III)-catalyzed tandem reaction for the synthesis of (quinazolin-2-yl)methanone derivatives has been explored from 2,1-benzisoxazoles and α-azido ketones. The transformation involves denitrogenation ketones, aza-[4 + 2] cycloaddition, ring opening, dehydration aromatization processes. Notably, cycloaddition an imine rhodium complex intermediate with is key to this reaction.

Language: Английский

Citations

9
Synthesis of 4-styrylquinolines via direct oxidative C3-alkenylation of anthranils under Pd(ii) catalysis DOI

Annapurna Awasthi,

Khushboo Tiwari,

Pushpendra Yadav

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(15), P. 2054 - 2057

Published: Jan. 1, 2024

The palladium-catalyzed oxidative C3-alkenylation of anthranils (2,1-benzisoxazoles) with various styrenes has been successfully achieved.

Language: Английский

Citations

1
Synthesis of acridones via Ir(iii)-catalyzed amination annulation of oxazoles with anthranils DOI

Han-Yi Zhou,

Lin Dong

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(20), P. 4036 - 4040

Published: Jan. 1, 2024

An unprecedented Ir( iii )-catalyzed C–H activation/amination/annulation of 2-phenyloxazoles with anthranils for the highly selective preparation acridone derivatives in one-pot under controlled conditions is reported.

Language: Английский

Citations

1
Synthesis of acridinesviacopper-catalyzed amination/annulation cascades between arylboronic acids and anthranils DOI
Yuge Li, Liang Xu, Yu Wei

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(48), P. 9742 - 9745

Published: Jan. 1, 2022

The direct conversion of aryl boronic acids and anthranils to acridines has been realized herein, via the catalysis copper species under acidic conditions.

Language: Английский

Citations

4
Tf2O-Mediated [4+2]-Annulation of Anthranils with 2-Chloropyridines: Enabling Access to Pyridoquinazolinones and Euxylophoricine B DOI

Annapurna Awasthi,

Khushboo Tiwari,

Dharmendra Kumar Tiwari

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(60), P. 7749 - 7752

Published: Jan. 1, 2024

An efficient approach for the synthesis of pyridoquinazolinones in presence triflic anhydride utilizing anthranil and 2-chloropyridines as starting materials has been developed.

Language: Английский

Citations

0
Synthesis of 4-Hydroxyindolin-2-ones via Phosphoric Acid-Mediated Annulation of β-Nitrostyrenes with 1,3-Cyclohexanedione DOI
Haiwen Li,

Wenzhe Cheng,

Jiaman Lv

et al.

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

Published: Nov. 12, 2024

The efficient synthesis of 4-hydroxy-3-arylindolin-2-ones via phosphoric acid-mediated annulation various β-nitrostyrenes and 1,3-cyclohexanedione is described. This reaction gives a practical method for affording diverse set oxindoles, having simple experimentation, readily available starting materials, very good yields. Additionally, substituted 1,3-cyclohexanediones under the same conditions afforded tetrahydrobenzofuran oxime compounds.

Language: Английский

Citations

0
Efficient Buchwald–Hartwig and nitrene-mediated five-membered ring closure approaches to the total synthesis of quindoline. Unexpected direct conversion of a nitro group into a phosphazene DOI Creative Commons
Elida N. Thobokholt, Sebastián O. Simonetti, Teodoro S. Kaufman

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(20), P. 13715 - 13724

Published: Jan. 1, 2023

Two total syntheses of quindoline, which take place through the intermediacy 3-nitroquinoline derivatives, are reported. The general synthetic sequence involves construction latter by mechanochemical condensation benzaldehydes with 2-amino-nitrostyrene, followed either reduction nitro group heterocycle and Buchwald-Hartwig cyclization or a nitrene-mediated under solventless conditions. Use PPh3 to generate nitrene resulted in unprecedented formation phosphazene quindoline. This unexpected transformation was explained means DFT computations.

Language: Английский

Citations

1
Nitroquinolines in the Synthesis of Heterocyclic Compounds (microreview) DOI

I. I. Ustinov,

Yurii M. Atroshchenko

Chemistry of Heterocyclic Compounds, Journal Year: 2023, Volume and Issue: 59(1-2), P. 35 - 37

Published: Feb. 1, 2023

Language: Английский

Citations

0