(CF3CO)2O/K2CO3‐Mediated Synthesis of 3‐Sulfonylchromones through Cyclocondensation of β‐Ketosulfones and Carboxylic Acids DOI
Meng‐Yang Chang,

Chun‐Yi Lin

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(9), С. 1442 - 1448

Опубликована: Апрель 13, 2023

Abstract One‐pot (CF 3 CO) 2 O/K CO ‐mediated tandem cyclocondensation of β‐ketosulfones with carboxylic acids provides diversified 3‐sulfonylchromones in good to excellent yields by refluxing MeCN under high‐pressure (using a sealed tube) and dry‐nitrogen atmospheric conditions. This study proposed discussed plausible mechanism. The paper also described the formation 3‐sulfonylflavones gram‐scale synthesis 3‐sulfonylchromones. Various combinations anhydrides bases‐promoted reaction conditions were investigated for (4+2) annulation via one carbon‐oxygen (C−O) bond carbon‐carbon (C=C) formations. magnified image

Язык: Английский

Recent advances in visible light-mediated chemical transformations of enaminones DOI
Yu Han,

Liyun Zhou,

Chengyu Wang

и другие.

Chinese Chemical Letters, Год журнала: 2023, Номер 35(2), С. 108977 - 108977

Опубликована: Авг. 26, 2023

Язык: Английский

Процитировано

63

Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C-H functionalization and chromone annulation of enaminones DOI
Tao Zhou, Jing Zhou, Yunyun Liu

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 35(11), С. 109683 - 109683

Опубликована: Март 2, 2024

Язык: Английский

Процитировано

15

I2-DMSO mediated tetra-functionalization of enaminones for the construction of novel furo[2′,3′:4,5]pyrimido[1,2-b]indazole skeletons via in situ capture of ketenimine cations DOI
You Zhou, Li‐Sheng Wang,

Shuang‐Gui Lei

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер 36(1), С. 109799 - 109799

Опубликована: Март 20, 2024

Язык: Английский

Процитировано

10

Divergent Synthesis of 2-Chromonyl-3-hydrazono-chromones and 2-Alkoxy-3-hydrazono-chromones through Switchable Annulation Reactions of o-Hydroxyphenylenaminones with Aryldiazonium Salts DOI
Siyu Song,

Menglin Peng,

Zhilai Zhang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(23), С. 4980 - 4985

Опубликована: Июнь 4, 2024

An unprecedented selective chromone annulation reaction controlled by solvent for the divergent synthesis of two types 2,3-disubstituted skeletons has been developed. A variety 2-chromonyl-3-hydrazono-chromones and 2-alkoxy-3-hydrazono-chromones were constructed efficiently from readily available

Язык: Английский

Процитировано

9

I2-DMSO mediated dual α,β-C(sp2)–H functionalization/bicyclization of o-hydroxyphenyl enaminones to construct C2,C3-disubstituted chromone derivatives: chromeno[2,3-b]pyrrol-4(1H)-ones DOI

Shuang‐Gui Lei,

You Zhou, Li‐Sheng Wang

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(19), С. 4843 - 4847

Опубликована: Янв. 1, 2023

An unprecedented dual α,β-C(sp 2 )–H functionalization/bicyclization strategy of o -hydroxyphenyl enaminones for the preparation chromeno[2,3- b ]pyrrol-4(1 H )-ones has been established.

Язык: Английский

Процитировано

18

Electrocatalytic Cascade Selenylation/Cyclization/Deamination of 2-Hydroxyaryl Enaminones: Synthesis of 3-Selenylated Chromones under Mild Conditions DOI

Kaili Cen,

Yuan Liu,

Junhong Yu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 8632 - 8640

Опубликована: Июнь 6, 2024

Herein, we disclosed a highly efficient pathway toward 3-selenylated chromone derivatives via electrocatalytic cascade selenylation/cyclization/deamination of 2-hydroxyaryl enaminones with diselenides. This method showed mild conditions, easy operation, wide substrate scope, and good functional group tolerance. Furthermore, this electrosynthesis strategy was amendable to scale-up the reaction. Additionally, preliminary experiments revealed that reaction probably proceeded cation instead radical pathway.

Язык: Английский

Процитировано

6

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

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(17), С. 3670 - 3675

Опубликована: Июль 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.

Язык: Английский

Процитировано

6

Spectroscopic elucidation, quantum chemical computations (FMO, HOMO–LUMO, MEP, NLO), and biological activity on some novel heterocyclic compounds using 3-substituted-6,8-dimethylchromones DOI
Mai Mostafa, Magdy A. Ibrahim, Al‐Shimaa Badran

и другие.

Synthetic Communications, Год журнала: 2024, Номер 54(18), С. 1523 - 1550

Опубликована: Авг. 28, 2024

The chemical transformations of substituted chromones 1a–c were examined toward some nucleophiles namely dimedone (R1), 4-hydroxycoumarin (R2) and 4-hydroxy-1-methylquinolin-2(1H)-one (R3). DFT computation at the B3LYP/6-311 G(d,p) level theory was used to perform theoretical computations for produced compounds. HOMO LUMO analyses performed determine electronic charge distribution reactivity molecules. Molecular electrostatic potential (MEP) surface analysis utilized predict molecule's reactive sites. Moreover, studied compounds showed NLO characteristics, where they have first order hyperpolarizability greater than urea. In addition, GIAO method estimate 1H-NMR 13C-NMR shifts; findings compared with experimental values. Testing generated antibacterial anticancer activities revealed varied degrees inhibitory effect. According Lipinski, Veber, Egen rules, these exhibit physicochemical properties.

Язык: Английский

Процитировано

5

Metal-free synthesis of difluoro/trifluoromethyl carbinol-containing chromones via tandem cyclization of o-hydroxyaryl enaminones DOI

Longhui Wu,

Xia Liu,

Zhao-Wen Liu

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(46), С. 9236 - 9241

Опубликована: Янв. 1, 2023

A convenient and efficient method for the synthesis of difluoro/trifluoromethyl carbinol-containing chromone derivatives has been developed.

Язык: Английский

Процитировано

12

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

Siyang Han,

Chengcheng Fang,

Yaoge Zhang

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(28)

Опубликована: Май 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.

Язык: Английский

Процитировано

4