Selectfluor-triggered C–H halogenations of enaminones with copper(I) halide (CuX) for the synthesis of 3-halochromones DOI
Tian Ma,

Xiaoli Li,

Jinwei Yuan

et al.

Zeitschrift für Naturforschung B, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 3, 2024

Abstract A practical and efficient synthetic route to construct a variety of 3-halochromones has been realized using Selectfluor reagent as fluorine source, or Selectfluor-copper(I) halide combination halogen source under mild conditions. This reaction proceeds via sequence electrophilic cation addition, cyclization leading broad range in good excellent yields short period time. Additionally, the utilization commercially available cost-effective copper(I) renders this system highly practical.

Language: Английский

Synthesis of Chromone‐3‐phosphonates via Arbuzov‐Type C−P Cross Coupling from o‐Hydroxyphenyl Enaminones and Phosphites DOI

Dingsheng Cao,

Jie‐Ping Wan, Yunyun Liu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(17), P. 3670 - 3675

Published: July 2, 2024

Abstract With an in situ C−H iodination tactic, a method for the synthesis of chromone‐3‐phosphonates was developed with trialkyl/triaryl phosphites as reaction partners o ‐hydroxyphenyl enaminones by palladium catalysis. The product formation consists cascade iodination, chromone annulation, and Arbuzov‐type C−P cross coupling major transformations. In addition to providing enaminone‐based synthetic chromone‐3‐phosphonates, work shows advantage step economy skipping separate operation preparing iodo‐functionalized intermediate.

Language: Английский

Citations

6
Visible-Light-Driven Tandem Cyclization of o-Hydroxyaryl Enaminones: Access to 3-(α-Arylsulfonamido)trifluoroethyl Chromones DOI
Jinwei Yuan, Qiang Liu,

X. H. Liu

et al.

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

Published: April 22, 2025

A visible-light-driven intermolecular tandem α-amidotrifluoroethylation/cyclization of enaminones using a previously unreported N-trifluoroethylaminopyridinium salt was achieved in the absence transition metal catalysts or bases. Notable features this synthetic method include mild conditions, high selectivity, excellent functional group compatibility, and satisfactory yields. Preliminary mechanistic studies indicate that reaction proceeds via radical pathway, involving an situ generated N-trifluoroethyl radical, followed by 1,2-H shift.

Language: Английский

Citations

0
Electrochemical-induced solvent-tuned selective C(sp3)–H bond activation towards the synthesis of C3-functionalized chromone derivatives DOI
Ying Gao, Mingxu Wang, Jingxian Sun

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(38), P. 5050 - 5053

Published: Jan. 1, 2024

An unprecedented solvent-tuned electrochemical method for selective C(sp

Language: Английский

Citations

3
Visible-light-induced photocatalyst-free cascade cyclization of 3-(2-(ethynyl)phenyl)quinazolinones to sulfonated quinolino[2,1-b]quinazolinones DOI

Fan‐Lin Zeng,

Lili Wang,

Yuxin Luo

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(56), P. 7228 - 7231

Published: Jan. 1, 2024

A visible-light-induced K 2 S O 8 -promoted cascade sulfonation/cyclization reaction to afford a series of sulfonated quinolino[2,1- b ]quinazolinones has been developed under mild conditions.

Language: Английский

Citations

3
Visible-light-induced radical-cascade alkylation/cyclization of acrylamides: Access to 3,3-dialkylated oxindoles DOI
Pengyuan Yang, Lili Wang, Yan Meng

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A visible-light-induced deoxygenative alkylation/cyclization of acrylamides with alcohols activated by CS 2 has been developed using xanthate salts as alkyl radical precursors in the presence tricyclohexylphosphine.

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
Recent Advancement of 1,2,3,5‐Tetrakis(Carbazol‐9‐yl)‐4,6‐Dicyanobenzene (4‐CzIPN) in Photocatalyzed Synthesis of Heterocyclic Compounds DOI

Km Garima,

Vishal Srivastava, Praveen P. Singh

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(17)

Published: May 1, 2025

Abstract 4‐CzIPN is a traditional electron donor and acceptor fluorophore that uses carbazolyl as an donating dicyanobenzene withdrawing source. Its broad redox potential, high chemical resistance wide applicability makes it unique metal‐free photocatalyst. This study summarizes the recent development of photoredox catalyst for variety heterocyclic construction over last four years (2021‐2024).

Language: Английский

Citations

0
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

3
Photoredox-Catalyzed Aminolactonization of 2-Styrylbenzoic Acids with N-Aminopyridinium Salts to Access 4-Sulfonamino-3,4-dihydroisocoumarins DOI
Jinwei Yuan, Qiang Liu, Wei Lian

et al.

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

Published: Dec. 26, 2024

A photoredox-catalyzed aminolactonization of unsaturated carboxylic acids was achieved using N-aminopyridinium salts as the amino radical precursor. The transformation features mild conditions and a remarkably broad substrate scope, offering an efficient approach to construct wide range 4-sulfonamino 3,4-dihydroisocoumarins. Mechanistic studies indicate that reaction proceeds via distinctive salt-promoted electrophilic amination 2-styrylbenzoic acids.

Language: Английский

Citations

1
Selectfluor-triggered C–H halogenations of enaminones with copper(I) halide (CuX) for the synthesis of 3-halochromones DOI
Tian Ma,

Xiaoli Li,

Jinwei Yuan

et al.

Zeitschrift für Naturforschung B, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 3, 2024

Abstract A practical and efficient synthetic route to construct a variety of 3-halochromones has been realized using Selectfluor reagent as fluorine source, or Selectfluor-copper(I) halide combination halogen source under mild conditions. This reaction proceeds via sequence electrophilic cation addition, cyclization leading broad range in good excellent yields short period time. Additionally, the utilization commercially available cost-effective copper(I) renders this system highly practical.

Language: Английский

Citations

0