Six-membered ring systems: With O and/or S atoms DOI
Clementina M.M. Santos, Artur M. S. Silva

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 421 - 484

Published: Jan. 1, 2024

Language: Английский

Electrochemical Decarboxylative Addition of N‐Aryl Glycines to Enaminones: Access to C3‐Aminomethyl Chromones DOI

Siyang Han,

Chengcheng Fang,

Yaoge Zhang

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(28)

Published: May 1, 2024

Abstract An electrochemical decarboxylative addition of N ‐substituted glycines to enaminones has been developed and conducted under oxidant‐, catalyst‐, light‐free conditions in acetonitrile at room temperature by using electron as the traceless oxidant, which provided a green approach access C3‐aminomethyl chromones. The resulting products were formed through radical addition/oxidation/cyclization or electrophilic addition/cyclization pathway could act valuable building blocks construct polysubstituted pyrimidine derivatives.

Language: Английский

Citations

4
An update on the advances in chromone and the derivatives synthesis based on the key chromone annulation of o-hydroxyaryl enaminones DOI
Liu‐Liang Mao, Yunyun Liu, Jie‐Ping Wan

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: unknown, P. 110784 - 110784

Published: Dec. 1, 2024

Language: Английский

Citations

4
I2‐Promoted Alkylsulfenylation/Cyclization of Enaminones with S‐Alkyl Bunte Salts: Synthesis of 3‐Alkylsulfenylated Chromones DOI Open Access
Yayu Wang,

L. Z. Liao,

W. J. Li

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(5)

Published: Feb. 1, 2025

Abstract A novel protocol for effective and efficient synthesis of 3‐alkylsulfenylated chromones in moderate to good yields via I 2 ‐promoted alkylsulfenylation/cyclization enaminones with S ‐alkyl Bunte salts has been described. This reaction features a broad substrate scope, functional group tolerance, metal‐ oxidant‐free conditions.

Language: Английский

Citations

0
Eco-Friendly and Efficient Synthesis of 2-Hydroxy-3-Hydrazono-Chromones Through α,β-C(sp2)–H Bond Difunctionalization/Chromone Annulation Reaction of o-Hydroxyaryl Enaminones, Water, and Aryldiazonium Salts DOI Creative Commons
Xiaohong Wang,

Menglin Peng,

Yijin Wang

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(6), P. 1194 - 1194

Published: March 7, 2025

A novel, eco-friendly, and efficient method for constructing 2,3-disubstituted chromone skeletons from readily available water, o-hydroxyaryl enaminones (o-HPEs), aryldiazonium salts has been developed under mild reaction conditions. This α,β-C(sp2)–H bond difunctionalization/chromone annulation strategy is achieved by building two C(sp3)–O bonds a C(sp2)-N bond, which provides practical pathway the preparation of 2-hydroxy-3-hydrazono-chromones in moderate to excellent yields, enabling broad substrate scope good functional group tolerance, as well gram-scale synthesis. protocol offers valuable tool synthesizing diverse functionalized chromones with potential applications drug discovery industrial

Language: Английский

Citations

0
Electrochemical Selenylation of Alkynyl Aryl Ketones: Efficient Synthesis of 3‐Selenylated Chromones under Catalyst‐ and Chemical‐Oxidant‐Free Conditions DOI

Kaili Cen,

Jiahao Wei,

Yuan Liu

et al.

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(46)

Published: Oct. 24, 2023

Abstract An electrochemical synthesis of various 3‐selenylated chromones via selenylation alkynyl aryl ketones without the employment catalyst and chemical‐oxidant is described here. This method features mild conditions, high efficiency, wide substrate scope. Furthermore, scale‐up reaction runs smoothly which indicates practicability this electrosynthesis strategy.

Language: Английский

Citations

7
Selectfluor-mediated tandem cyclization of enaminones with diselenides toward the synthesis of 3-selenylated chromones DOI Creative Commons

Ji-Hong Xia,

Qian Chen, Jinwei Yuan

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(38), P. 26948 - 26959

Published: Jan. 1, 2023

A practical and metal-free approach for the regioselective selenation of chromones employing Selectfluor reagent under mild conditions is described. The developed method suitable a wide substrate scope affords 3-selenylated in good to excellent yield with high selectivity. An ionic mechanism proposed this transformation. Furthermore, application potassium thiocyanate enaminones synthesis thiocyano transformation also successful.

Language: Английский

Citations

6
HFIP promoted cyclization of o-hydroxyaryl enaminones with chlorohydrocarbon for synthesis of chromone-containing triarylmethanes DOI
Kai Yang,

Longhui Wu,

Xinlei Fu

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 156, P. 133948 - 133948

Published: March 16, 2024

Language: Английский

Citations

2
tert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones DOI Creative Commons

Jian-Kang Cao,

Tian-Zheng Cao,

Qian-Wen Yue

et al.

Molecules, Journal Year: 2024, Volume and Issue: 29(6), P. 1202 - 1202

Published: March 7, 2024

A practical metal-free and additive-free approach for the synthesis of 6/7/8-membered oxacyclic ketone-fused isoxazoles/isoxazolines tetracyclic or tricyclic structures is reported through Csp3–H bond radical nitrile oxidation intramolecular cycloaddition alkenyl/alkynyl-substituted aryl methyl ketones. This convenient enables simultaneous formation isoxazole/isoxazoline ketones to form polycyclic architectures by using tert-butyl nitrite (TBN) as a non-metallic initiator N–O fragment donor.

Language: Английский

Citations

1
Visible Light Mediated Synthesis of 3‐Indolmethyl Chromones via the Cyclization of o‐Hydroxyaryl Enaminones with 3‐Indoleacetic Acids Catalyzed by Graphitic Carbon Nitride Adorned with Copper Nanoparticles DOI

Nandish Talpada,

Anuj S. Sharma, Vinay S. Sharma

et al.

ChemNanoMat, Journal Year: 2024, Volume and Issue: 10(5)

Published: March 18, 2024

Abstract Copper nanoparticles ( Cu 2 O NPs ) supported on graphitic carbon nitride g‐C 3 N 4 have been introduced as an effective heterogenous catalyst for the synthesis of 3‐indolmethyl chromones a–q under visible light conditions via cyclization o ‐hydroxyaryl enaminones with 3‐indoleacetic acids. The was thoroughly characterized using various techniques such FT‐IR, PXRD, XPS, FE‐SEM, EDX, TEM, and HR‐TEM analysis. optimized reaction enabled high yield production a wide range in short timespan at room temperature method successfully applied to gram‐scale synthesis. Importantly, could be reused up five cycles without significant decrease its activity. This approach aligns eco‐friendly principles, demonstrating favorable green chemistry metrics compound , including process mass intensity (7.83), environmental impact factor (6.83), atom economy (67.56 %), efficiency (60.76 chemical (92.37 (1.64), productivity (60.97 (69.15 %) optimum (89.93 %).

Language: Английский

Citations

1
Halogenating agent-promoted transformation of enaminones into α,α-dihaloketones (halo = Cl, Br) DOI
Jun‐ichi Yamaguchi,

Yuka Akagi,

Ryo Koike

et al.

Tetrahedron Letters, Journal Year: 2023, Volume and Issue: 135, P. 154876 - 154876

Published: Dec. 20, 2023

Language: Английский

Citations

3